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Lida Hashemi

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Beschreibung

In the last two decades, metal-organic frameworks (MOFs) have provoked considerable interest due to their potential applications in different fields such as catalysis, gas storage and sensing. The most important advantages of MOFs over other porous materials is the ability of tailoring their pore size, functionality and even the topology of the framework by rational selection of the molecular building blocks. Therefore, many chemists have tried to engineer the structure of MOFs to achieve specific functions. Pillared metal organic frameworks are a class of MOFs composed of inorganic secondary building units (SBUs) and two sets of organic linkers, generally oxygen- and nitrogen-donor ligands. Typically, in the structure of pillared MOFs, the oxygen-donor struts link the metal clusters into a two-dimensional (2D) sheet and the N-donor struts pillar the sheets to generate a three-dimensional (3D) framework. Thus, the construction of MOFs by utilizing two sets of organic linkers could provide an extra possibility for further tuning of MOF's pore walls. A variety of functional groups including imine, amide and heterocycles were successfully incorporated into bidentate pillar ligand skeleton. Interestingly, by using pillaring linkers with different length, a wide diversity of metal-organic frameworks with tunable pore dimensions and topologies can be obtained. In this book, we introduce pillared metal organic frameworks with their properties and applications.

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Contents

Cover

Title page

Copyright page

Preface

Abbreviations

Chapter 1: Introduction to Metal-Organic Frameworks

1.1 What are the Metal-Organic Frameworks?

1.2 Synthesis of Metal-Organic Frameworks

1.3 Structural Highlights of Metal-Organic Frameworks

1.4 Expansion of Metal-Organic Frameworks Structures

1.5 High Thermal and Chemical Stability

1.6 Applications of Metal-Organic Frameworks

1.7 Conclusion

References

Chapter 2: Pillar-Layer Metal-Organic Frameworks

2.1 Introduction

2.2 Topology and Diversity in Pillar-Layered MOFs

2.3 Synthesis Methods in Pillar-Layered MOFs

2.4 Linkers in Pillar-Layered MOFs

2.5 Conclusion

References

Chapter 3: Rigid and Flexible Pillars

3.1 Introduction

3.2 Conclusion

References

Chapter 4: Introduction to N-donor Pillars

4.1 Introduction

4.2 Bipyridine

4.3 Dabco

4.4 Imidazole and Pyrazole

4.5 Triazole and Tetrazole

4.6 Pyrazine and Pipyrazine

4.7 Amide, Imide, Amin and Azine/Azo Spacer

4.8 Conclusion

References

Chapter 5: Introduction to Aromatic and Aliphatic Pillars

5.1 Introduction

5.2 Non-Interpentrated Frameworks

5.3 Frameworks with Interpenetration

5.4 Control over Interpenetration

5.5 Conclusion

References

Chapter 6: Introduction to O-Donor Pillars

6.1 Introduction

6.2 Conclusion

References

Chapter 7: Stability and Interpenetration in Pillar-Layer MOFs

7.1 Stability in Pillar-Layer MOFs

7.2 Interpenetration in Pillar-Layer MOFs

7.3 Conclusion

References

Chapter 8: Properties and Applications of Pillar-Layer MOFs

8.1 Introduction

8.2 Gas Storage and Separation in Pillar-Layer MOFs

8.3 Catalysis in Pillar-Layer MOFs

8.4 Adsorptive Removal and Separation of Chemicals in Pillar-Layer MOFs

8.5 Sensing in Pillar-Layer MOFs

8.6 Conclusion

References

Glossary

Subject Index

End User License Agreement

Guide

Cover

Copyright

Table of Contents

Begin Reading

List of Illustrations

Chapter 1

Figure 1.1

Some inorganic secondary building units (A) and organic linkers (B) [1].

Figure 1.2

Crystal structures of MOF-5 and MOF-2 with different MBB.

Figure 1.3

Crystal structures of Zn

4

O(BTB)

2

prepared in different sol...

Figure 1.4

CO

2

adsorption isotherms for Mg

2

(dobdc) collected over a t...

Figure 1.5

Basic schemes showing the types of CO

2

capture. The processes for pos...

Chapter 2

Figure 2.1

Simple representation of pillar linker used for improving dimensionality.

Figure 2.2

Number of pillar MOFs reported each year.

Figure 2.3

(a) Representation of azine functional group only on pillar [3], (b) Representat...

Figure 2.4

The rational percentage of main reported RCSR topologies in pillar-layered MOFs...

Figure 2.5

The number of different synthetic methods in pillar-layered MOFs.

Figure 2.6

Schematic representation of pillared-layered exchange in a 3D MOF.

Figure 2.7

Comparison between reaction routes of EASY-MOFs and SALE/SMILE (blue and green r...

Chapter 3

Figure 3.1

Showing several cases of guest accommodation (a) shrinking (b) expanding (c) sha...

Figure 3.2

Schematic demonstration of changing pillar length.

Figure 3.3

Library of fu-bdc linkers used in the preparation of (Zn

2

(fu-bdc)...

Figure 3.4

Structural representations of the different forms of (Zn

2

(2,5-BME-bdc...

Chapter 4

Figure 4.1

View of the 3D framework (a) along the c-axis showing oval shaped channels decor...

Figure 4.2

Reaction Schemes toward (Ni(HBTC)(dabco)) via random ligand exchange and toward...

Figure 4.3

(a) Structures of TBAPy (left) and dabco (right); (b) Crystal Structure of NU-50...

Figure 4.4

The PL intensities of MOF toward selective aromatic molecules.

Figure 4.5

The structurally related ancillary ligands.

Figure 4.6

3D structure of (Co

8.5

4

-O)(bpdc)

3

(bpz)...

Figure 4.7

(a) Comparison of adsorption isotherms of H

2

O on (Cu

2

(pzdc...

Figure 4.8

The binding character of 2,6-diaminopurine in reported complexes.

Figure 4.9

Views of TMU-4. (a) Representation showing the pore channels and that the networ...

Figure 4.10

The interaction between the azine moiety of 4-bpdh and picric acid is highlighted (bottom). Color code: O: red; N: blue; C: black; and Zn: blue polyhedra.

Chapter 5

Figure 5.1

Design of pore space via the introduction of a rotational module as a molecular...

Chapter 6

Figure 6.1

(a) The 6

3

layer formed by tipb ligands and nickel atoms. (b) The (3,...

Figure 6.2

((Zn

2

(TRZ)

2

)

8

(dicarboxylate)

4

) build...

Chapter 7

Figure 7.1

Water adsorption isotherms as a function of relative humidity at 298 K in air fo...

Figure 7.2

Synthetic rout and structures of three MOFs.

Figure 7.3

Structures of (a) (Ni(bpea)(L1)(H

2

O))

n

, (b) (Ni(bpea)(L2))...

Figure 7.4

(a) Synthesis method of TMU-25 and TMU-26, (b) Chemical structure of the organic...

Figure 7.5

Coordination environments of Cd and ligands in (a) (Cd(

L

)(bpy)), (b) (Cd(...

Chapter 8

Figure 8.1

Yield-versus-time profile of aldol-type condensation reaction of (a) 2-cyclopent...

Figure 8.2

Kinetic breakthrough curves of SO

2

(A) and NH

3

(B) contami...

Figure 8.3

(top) Luminescence of the powdered [Zn

2

(bdc)

2

(dpNDI)]...

Figure 8.4

(A) Crystal structure of highly hydrophobic [Ni

8

(OH)

4

(H...

Figure 8.5

The PL intensities of compound 3 introduced to various pure solvents (a) and dif...

Figure 8.6

The PL intensities of

3

toward selective aromatic molecules with concentr...

List of Tables

Chapter 1

Table 1.1

CO

2

and N

2

uptake in selected metal-organic frameworks at...

Chapter 4

Table 4.1

N, O and S-donor-based ligands (Pillars) as building blocks for MOFs.

Chapter 6

Table 6.1

O-donor-based ligands as layers for MOFs.

Chapter 7

Table 7.1

Summary of the compositions and water stability characteristics for the some pi...

Chapter 8

Table 8.1

Coupling reaction of malononitrile and carbonyl compounds with the prepared MOF...

Table 8.2

Kinetic equation of CR removal.

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Scrivener Publishing100 Cummings Center, Suite 541JBeverly, MA 01915-6106

Publishers at ScrivenerMartin Scrivener ([email protected])Phillip Carmical ([email protected])

Pillared Metal-Organic Frameworks

Properties and Applications

 

 

 

Lida Hashemi

Ali Morsali

 

Department of Chemistry, Tarbiat Modares University, Tehran, Islamic Republic of Iran

This edition first published 2019 by John Wiley & Sons, Inc., 111 River Street, Hoboken, NJ 07030, USA and Scrivener Publishing LLC, 100 Cummings Center, Suite 541J, Beverly, MA 01915, USA© 2019 Scrivener Publishing LLCFor more information about Scrivener publications please visit www.scrivenerpublishing.com.

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Library of Congress Cataloging-in-Publication Data

ISBN 978-1-119-46024-4

Preface

Metal-organic Frameworks (MOFs) are the class of promising materials which have attracted a tremendous amount of attention in the recent decades. MOFs are regarded as a subclass of coordination polymers (CP) which are constructed by self-assembly of metal ions or metal clusters linked together by organic ligands containing multiple binding sites oriented with specific angularity generating structures with permanent porosity, high specific surface area and tunable topology. Possessing the merits of alternative structural tailorability and functionality, make them appropriate for different potential applications such as gas adsorption and separation, catalysis, biomedical applications, sensing, host guest induced separation and etc.

Pillar-layered MOFs are among the most studied research area related to inorganic polymers. Investigating their properties and application as a multi donor 3-D porous frameworks is of interest. Modifying pillar moieties as a third building blocks of pillar-layered MOFs, together with metal nodes and oxygen donor linkers, can enhance controlling structure assembly and lead to specific properties into obtained structures. The structure of a pillar can be easily modified which causes better design of desired structural topology and pore environment. An overview on structural properties of this branch of MOFs is done in this book which can be useful for better understanding their properties and fabrication of new advanced structures.

Lida Hashemi and Ali MorsaliDepartment of Chemistry, Tarbiat Modares University,Tehran, Islamic Republic of IranJanuary 2019

Abbreviations

1,2-H

2

BDC

1,2- benzenedicarboxylic acid

1,3-bib

1,3-bis(1H-imidazol-1-yl)benzene

1,4-bdc-NH

2,

NH

2

-BDC, H

2

atpa

2-minoterephthalic acid, 2-amino-1,4-benzenedicarboxylic acid

1,4-bib (1,4-bbi) (bimb)(biim-4)

1,4-bis(imidazol)butane or 1,1′(1,4-butanediyl)bis(imidazole) or 1,4-di(1H-imidazol-1-yl)butane or 1,4-bis(imidazol-1′-yl)butane or 1,1′-(1,4-butanediyl)bis(imidazole)

1,4-bib (dib) (dip) (BIP)

1,4-bis(1H-imidazol-1-yl)benzene or 4,4′-bis(imidazol-1-yl)phenyl

1,4-ndc

1,4-naphthalenedicarboxylate

1,4-pdaa

1,4-phenylenediacetic acid

1,6-bih (bimh)

1,6-bis(imidazol-1-yl)hexane

2,2/,3,3/-odpda

2,2

/

,3,3

/

-oxydiphthalic dianhydride

2,2

/

,3,3

/

-tdpda

2,2

/

,3,3

/

-thiodiphthalic dianhydride

2,2′-bipy

2,2′-bpyridine

2,5 -bptz (bpt)

2,5 -bis(pyrid-4-yl)1,3,4-thiadiazole

2,5-pydc

pyridine-2,5-dicarboxylic acid

2,6-H

2

bptp

2,6-bis(3-(pyrid-4-yl)-1,2,4-triazolyl)pyridine

2,6-H

2

pydc

2,6-pyridine dicarboxylic acid

2F-4spy

2′-fluoro-4-styrylpyridine

2-PyBIm

2-(2-pyridyl)benzimidazole

3 -abpt (3-bpt)

4 -amino-3,5-bis(3-pyridyl)-1,2,4-triazole

3 –bpcb

N,N′-bis(3-pyridinecarboxamide)-1,4-benzene

3 –PYTZ

3,6 -bis(pyridin-3-yl)-1,2,4,5-tetrazine

3,3′-bpt

3-(5-phenyl-1H-1,2,4-triazol-3-yl) pyridine

3,3′-dmbpy

3,3′- dimethyl-4,4′-bipyridine

3,3′-tmbpt

1-((1H-1,2,4-triazol-1-yl) methyl)-3,5- bis(3-pyridyl)-1,2,4-triazole

3,4′-bpdc

biphenyl-3,4′-dicarboxylate

3,4′-tmbpt

1-((1H-1,2,4-triazol-1-yl) methyl)-3-(3- pyridyl)-5-(4-pyridyl)-1,2,4-triazole)

3,5-daba

3,5-diaminobenzoate

3,5-PDC

3,5-pyridinecarboxylate

3-bpah

N,N′-bis(3-pyridinecarboxamide)-1,2-cyclohexane

3-bpdb (3-bpmh) (3-bpd)

1,4-bis(3-pyridyl)-2,3- diaza-1,3-butadiene

3-bpdh

2,5-bis-(3-pyridyl)-3,4-diaza-2,4-hexadiene

3-bpmp

3-bis(3-pyridylmethyl)piperazine

3-dpba

N,N′-di(3-pyridyl)butanediamide

3-dpha

N,N′-bis(3-pyridyl)adipamide or N,N′-di(3-pyridyl) hexanedioicdiamide

3-dppa

N,N′-bis(3-pyridyl)malonamide or N,N′-di(3-pyridyl)propanediamide

3-dppia

N,N′-bis(3-pyridyl) heptandiamide or N,N′-di(3-pyridyl(pimelicdiamide

3-dpsea

N,N′-di(3-pyridyl)sebacicdiamide

3-dpyh

N,N′-di(3-pyridinecarboxamide)-1,6-hexane

3-pina

N-(3-pyridyl)-isonicotinamide

3-pna

N-(pyridin-3-yl)nicotinamide

3-ptz

3-pyridyltetrazoles

4,4′-ADB, AzDC

azobenzene- 4,4′-dicarboxylica acid, 4,4′-(diazene-1,2-diyl) dibenzoic acid

4,4′-bibp

4,4′-bis(benzimidazol)propane

4,4′-bipy

4,4′-bpyridine

4,4′-bpt (bpt)

4,4′-(1H-1,2,4-triazole-3,5-diyl) dipyridine or 1H-3,5-bis(4-pyridyl)-1,2,4-triazole

4,4′-DIB (bibm) (bpim)(4,4′-bimbp) (bimb) (bibp)(dibp)

4,4′-di (1H-imidazole-1-yl)-1,1′-biphenyl

4,4′-tmbpt

1-((1H-1,2,4-triazol-1-yl)methyl)-3,5-bis(4-pyridyl)-1,2,4-triazole

4-bmbpd

N,N′-bis(4-methylenepyridin-4-yl)-1,4-benzenedicarboxamide

4-bpah

N,N′-bis(4-pyridinecarboxamide)-1,2-cyclohexane

4-bpdh

2,5-bis-(4-pyridyl)-3,4-diaza-2,4-hexadiene

4-bpmb

N

1

,N

4

-bis-((pyridin-4-yl)methylene) benzene-1,4-diamine or N,N′-bis-(4-pyridylmethylene)-1,4-benzenediamine

4-bpmh (4-bpdb) (bphz)(azpy)

trans 4,4′-azobispyridine or N,N-bis-pyridine-4-ylmethylene-hydrazin, 1,2-bis-(4-pyridylmethylene)hydrazine

4-Br-H

2

ip

4-bromobromoisophthalic acid

4-nbpy (4-bpmn)

Bis-pyridin-4-ylmethylene-naphtalene-1,5-diamine

4-pina

N-(4-pyridyl)-isonicotinamide

4-pna

N-(4-pyridyl)-nicotinamide

4-ptz (4-H-ptz)

4-pyridyltetrazole

5-Br-H

2

ip

5-bromoisophthalate

5-iipa

5-iodo-isophthalic acid

5-OH-H

2

bdc, H

2

hip

5-hydroxyisophthalic acid

9Meade

9-methyladenine

Abimb

2-amine-4,4′-bis(1-imidazolyl)-bibenzene

Adb

anthracene-1,5-dicarboxylic acid

Apyr

2-amino-pyrazine

Asp

Aspartic acid

azpy (abpy) (azbpy) (azopy) (dpa) (pdp) (dpd)

4,4′-azopyridine or 4,4′-azobis (pyridine) or 1,2-di(pyridin-4-yl) diazene or 4- ((E) - 4 - pyridinylazo) pyridine or dipyridine-4-yl-diazen

Atz

aminotetrazole or 5-amino-1H-tetrazole

Bbp

1,3-bis(benzimidazol)propane

Bdc

terephthalic acid, 1,4-benzenedicarboxylic acid

BDC-Br

2-bromo-1,4- benzenedicarboxylic acid

BDC-Cl

2

2,5 dichloro-1,4-benzenedicarboxylic acid

BDC-OH

2-hydroxy-1,4-benzenedicarboxylic acid

Beb

1,4-bis(2-ethylbenzimidazol-1-ylmethyl) benzene

Betib

1,4-bis(2-ethyl-1H-imidazol-1-yl) butane

Bhep

1,4-bis(2-hydroxyethyl)piperazine

bib (dmib)

1,4-bis(1-imidazol-yl)-2,5-dimethyl benzene

BIDPE

4,4

/

-bis(imidazol-1-yl)diphenyl ether

biim-2 (bie)

1,1′-(1,2-ethyl)bis(imidazole) or 1,2-bis(imidazol-1-yl)ethane

Bimx

1,4-bis(imidazol-1-ylmethyl)-2,3,5,6-tetramethylbenzene

Bip

1,5-bis(imidazole-1-yl)pentane

Bisopib

1,4-bis(2-isopropyl-1Himidazol-1-yl)butane

Bmb

1,4-bis(2-methylbenzimidazol-1-ylmethyl) benzene

BME-bdc

2,5-bis(2-methoxyethoxy)-1,4-benzene-dicarboxylate

bmib (bib) (bmeib)

1,4-bis(2-methyl-1H-imidazol-1-yl)butane or bis(2-methyl-1H-imidazol-1-yl)butane

bmix (4,4′-bmib) (pbmeix)

1,4-bis(2-methylimidazol-1-ylmethyl)-benzene or 4,4′-bis (2-methylimidazol- 1-yl)benzene

BODC

Bicycle)2,2,2(octane-1,4-dicarboxylate

Bpa

N,N′-bis(picolinamide)azine

bpb (bpbenz) (pbyb) (dpb)

1,4 -bis(4-pyridyl)benzene or 1,4-di(pyridine-4-yl)benzene

bpbix (bimb) (bmb) (bpim)

4,4′-bis((1H-imidazol-1-yl)methyl) biphenyl or 4,4′-bis(imidazol-1-ylmethyl)bibenzene or 4,4′-di(1H-imidazol-1-yl)biphenyl

Bpbp bpda (HBPPA) (bpta)

5,5′-bis(4-pyridyl)-2,2′-bithiophene N,N′-bis(4-pyridinyl)-1,4-benzenedicarboxamide or N,N′-bis-(4-pyridyl)phthalamide

Bpdab

1,2-bis(pyridin-4-ylmethyl)diazene

Bpdc

4,4′-biphenyldicarboxylic acid

Bpeb

1,4-bis)2-(4-pyridyl)etheny) benzene

Bpfb

N,N′-bis(4-pyridylformamide)-1,4-benzene or N,N′-(1,4-phenylene) diisonicotinamide

Bpfn

N,N -bis-(4-pyridylformamide)-1,5-naphthalenediamine

Bphy

1,2-bis(4-pyridyl)hydrazine

BPnDC

benzophenone 4,4

/

-dicarboxylic acid

bpt (dpta) (4-abpt)

4 -amino-3,5-bis(4-pyridyl)-1,2,4-triazole or 3,5-di(pyridin-4-yl)-4H-1,2,4-triazol-4-amine

BPTC

3,3′,4,4′-benzophenone tetracarboxylate

bpydbH

2

4,4′-(4,4′-bipyridine-2,6-diyl) dibenzoic acid

bpz (Me

4

bpz)

3,3′-5,5′-tetramethyl-4,4′-bipyrazole

Br-iptH2

5-(bromomethyl)-isophthalic acid

bta

3-

benzene-1,3,5-triacetate

Btb

benzene-1,3,5-tribenzoate

btb (btab)

1,4-bis(1,2,4-triazol-1-yl)butane

btbp (btp) (btmb)

4,4′-bis(1,2,4-triazol-1-ylmethyl) biphenyl

Btec, H

4

pyro, H

4

pma

benzene-1,2,4,5-tetracarboxylate, pyromellitic acid

Btmx

1,4-bis(1,2,4-triazol-1-ylmethyl)-2,3,5,6-tetramethylbenzene

BTPA

bis(4-(1H- 1,2,4-triazol-1-yl)phenyl) amine

btre (bte)

1,2-bis(1,2,4-triazol-4-yl)ethane

Btx

1,4-bis(1,2,4-triazol-4-yl)benzene

btx (bbtz) (btb) (btrb)

1,4-bis(1,2,4-triazol-1-ylmethyl) benzene

Ceta

Bicycle)2.2.2(oct-7-ene-2,3,5,6-tetracarboxylate

dabco (Ted) (DBO)

1,4- diazabicyclo(2.2.2)octane

DA-H

2

P

5,15-di(4-pyridylacetyl)-10,20-diphyenyl) porphyrinato

datz (datrz)

3,5-damino-1,2,4-triazole

Dbds

4,4′-dipyridyldisulfide

DBrBDC

2,5-dibromo-1,4-benzenedicarboxylate

DFD

9,9-dipropylfluorene-2,7-dicarboxylate

Dia

9,10-bis (1H-imidazol-1-yl) anthracene

dipytz (bpt) (bpta) (DPT)(4-PYTZ)

di-3,6-(4-pyridyl)-1,2,4,5-tetrazine) or 3,6-di(4-pyridyl)-1,2,4,5-tetrazine or 3,6-bis(pyridin-4-yl)-1,2,4,5-tetrazine

DMBDC

2,5-dimethyl-1,4-benzenedicarboxylic acid

DMBDC

2,5-dimethoxy-1,4-benzenedicarboxylate

dmbpy (2,2′-dmbpy)

2,2′-dimethyl-4,4′-bipyriine

Dmpz

N,N′-dimethylpiperazine

Dmpzb

1,4-bis(3,5-dimethyl-1H-pyrazol-1-yl)butane

Dmpzh

1,6-bis(3,5-dimethyl-1H-pyrazol-1-yl)hexane

Dmtrz

3,5-dimethyl-1H, 1,2,4-triazolate

Dnpdc

2, 2′-dinitrobiphenyl-4,4′-dicarboxylate

Doa

1,4-dioxane

Dpa

di(pyridin-4-yl)amine or 4,4′-dipyridylamine

DPBT

4,7di(4-pyridyl)-2,1,3-benzothiadiazole

DPEA (bpe) (bpea) (bpa)

1,2-di(pyridin-4-yl)ethane or 1,2 bis(4-pyridyl)ethane

DPEE (bpe) (dpe) (bpee) (dipy)

1,2-di(pyridin-4-yl)ethylene or 1,2-di(4-pyridyl)ethylene or 1,2-di(4-pyridyl)ethylene, 1,2-trans-bis(4-pyridyl) ethane

DPG (dpyg)

1,2-di(4-pyridyl)-1,2-ethanediol or 1,2-di(4-pyridyl)-glycol

DPMNI (DPNDI) (DPNI)(PNMI)

N,N′-di(4-pyridyl)-1,4,5,8-naphthalenetetracarboxydiimide

DPP (bpp) (dpp) (tmdpy) (tbpy)

1,3-di (pyridine-4-yl) propane or 1,3-bis (4-pyridyl)-propane, 4,4′-trimethlyene dipyridine

dps (dpys)

4,4′-dipyridylsulfide

Dstc

3,3

/

,4,4

/

-diphenylsulfonetetracarboxylate

Dtb

1,3-di-(1,2,4-triazole-4-yl)benzene

FDA

furan-2,5-dicarboxylic acid

F-H

2

P

5,15-dipyridyl-10,20-bis-(pentafluorophenyl)porphyrin

FMA, H

2

fum

fumaric acid

fu-bdc

Functionalized bdc

H

2

ADA

1,3-adamantanediacetic acid

H

2

ADC

1,3-adamantanedicarboxylic acid

H

2

adc

anthrancene-9,10-dicarboxylic acid

H

2

adi, H

2

adip

adipic acid

H

2

AIP

5-aminoisophthalic acid

H

2

aza

azelaic acid

H

2

bcp

1,3-bis(4-carboxy-phenoxy) propane

H

2

bcpb

3,5-bis(3-carboxyphenyl)pyridine

H

2

BDA

(R)- 1,1

/

-binaphthyl-2,2

/

-dihydroxy-5,5

/

-dicarboxylic acid

H

2

BDC, 1,4-bdc,

terephthalic acid, 1,4-

H

2

tp, tpa

benzenedicarboxylic acid

H

2

bpdado

2,2′-bipyridine-3,3′-dicarboxylate-1,1′-dioxide

H

2

bpdc

biphenyl- 2,4-dicarboxylate

H

2

bpea

biphenylethene-4

/

,4-dicarboxylic acid

H

2

btca

benzotriazole-5-carboxylate acid

H

2

btdc

2,2

/

- -5,5

/

-dicarboxylic acid

H

2

camph

(+)-camphoric acid, D-camphor acid

H

2

cca, CNC

4-carboxycinnamic acid

H

2

cpds

nicotinate 6,6

/

-dithiodinicotinic acid

H

2

cpfa

(R)-4-(4-(1-carboxyethoxy) phenoxy)-3-fluorobenzoic acid

H

2

CPNA

5-(4

/

-carboxylphenyl) nicotinic acid

H

2

cpoa

4-carboxyphenoxy acetic acid

H

2

cpp

3-(4-carboxyphenyl)propionic acid

H

2

cys

L-cysteic acid

H

2

dcpy

3-(2′,5′-dicarboxylphenyl)pyridine acid

H

2

epda

5-ethyl-pyridine- 2,3-dicarboxylic acid

H

2

FDC

9-fluorenone-2,7-dicarboxylic acid

H

2

glu

glutaric acid

H

2

hfipbb

4,4′(hexa-fluoroisopropylidene) bis-(benzoicacid)

H

2

ipa-CH3, H

2

mip

5-methyl-isophthalic acid

H

2

ma

Malic acid

H

2

mbdc, H

2

ipa, 1,3-H

2

bdc, m-H

2

BDC

isophthalic acid, 1,3-benzenedicarboxylic Acid, m-phthalic acid, benzene-1,3-dicarboxylic acid

H

2

mal

Malonic acid

H

2

MBP

4,4′-methylene-bispyrazole

H

2

mbpdc

2-methyl-4,4

/

-biphenyldicarboxylicacid

H

2

MDP

methylene bis(3,5-dimethylpyrazole)

H

2

mta

2-(methoxycabonyl)terephthalic acid

H

2

-muco

muconic acid

H

2

nbpdc

2-nitrobiphenyl- 4,4′-dicarboxylic acid

H

2

NDC

2,6-naphthalenedicarboxylic acid

H

2

oba

4,4′-oxybis(benzoic acid)

H

2

ox

oxalic acid

H

2

PA

pamoic acid

H

2

pbda

3-pyridin-3-yloxy)benzene-1,2-dicarboxylic acid

H

2

pdac, o-H

2

pda,

1,2-phenylenediacetic acid,

H

2

pda

o-phenylenediacetic acid

H

2

pim

pimelic acid

H

2

psa

phenylsuccinic acid

H

2

pyip

5-(pyridine-4-yl)- isophthalic acid

H

2

sba

suberic acid

H

2

sdba

4,4′-sulfonyldibenzoic acid

H

2

SDBA

sulfone-4,4

/

-biphenyldicarboxylate

H

2

sea

sebacylic acid

H

2

suc, H

2

SA

succinic acid

H

2

tbip

5-tert-butylisophthalic acid

H

2

tdc

thiophene-2,5-dicarboxylic acid

H

2

TDC

triptycenedicarboxylic acid

H

3

ATTCA

2-amino-(1,1:3,1-terphenyl)-4,4,5-tricarboxylic acid

H

3

BCPBA

3,5-bi(4-carboxyphenoxy)-benzoic acid

H

3

BCPBA

3,5-bi(4-carboxy-phenoxy)-benzoic acid

H

3

bcta

4,4′,4″-(1,3,5-benzenetriyltris (carbonylimino))trisbenzoate acid

H

3

bidc

1H-benzimidazole-5,6-dicarboxylic acid

H

3

bpta

3,4′,5-biphenyltricarboxylic acid

H

3

BTC

1,3,5-benzenetricarboxylic acid, trimesic acid

H

3

bta

1,2,4-benzenetricarboxylic acid

H

3

CAM

4-hydroxypyridine-2,6-dicarboxylic acid

H

3

CmdcpBr

N-carboxymethyl-3,5-dicarboxylpyridinium bromide

H3cpia

5-(4-carboxyphenoxy)- isophthalic acid

H

3

CPIP

5-(4-carboxyphenoxy)isophthalic acid

H

3

cpop

4-(4-carboxyphenoxy)phthalate acid

H

3

CTC

cis,cis-1,3,5-cyclohexanetricarboxylic acid

H

3

dpob

3-(2′,3′-dicarboxylphenoxy)-benzonic acid

H

3

DPPA

3-(4-hydroxyl pyridinium-1-yl) phthalic acid

H

3

IDC, Himdc

imidazole-4,5-dicarboxylic acid, 4,5-imidazole dicarboxylate

H

3

EIDC, H

3

eimda

2-ethyl-1H-imidazole-4,5-dicarboxylic acid

H

3

mimda

1H-2-methyl-4,5-imidazole-Dicarboxylic acid

H

3

nbta

5-nitro-1,2,3-benzenetricarboxylic acid

H

3

OAIP

5-oxyacetate isophthalic acid

H

3

PIA

5-(2-carboxypyrrolidine-1-carbonyl) isophthalic acid

H

3

ppat

phosphonoacetic acid

H

3

SIP, H

3

sipa

5-Sulfoisophthalic Acid

H

3

tca

tricarballylic acid

H

3

tci

tris(2-carboxyethyl)isocyanurate

H

3

TMTA

4,4′,4″-(2,4,6-trimethylbenzene-1,3,5-triyl)tribenzoic cid

H

4

abtc

3,3′,5,5′-azobenzenetetracarboxylic acid

H

4

adip

5-aminodiacetic isophthalic acid

H4ata

2,3,6,7-anthracenetetracarboxylic acid

H4bpt

3,3′,5,5′-biphenyltetracarboxylic acid

H

4

bpta

1,1

/

-biphenyl- 2,2

/

,6,6

/

-tetracarboxylic acid

H

4

bptc, H

4

odpa

3,3

/

,4,4

/

-biphenyltetracarboxylic acid

H

4

btca

1,2,3,4-butanetetracarboxylic acid

H

4

dcpp

4,5-di(4′-carboxylphenyl)phthalic acid

H

4

dht

2,5-dihydroxyterephthalic acid

H

4

dpstc

3,3′,4,4′-diphenylsulfonetetracarboxylic dianhydride

H

4

DSBDC

2,5-disulfonylterephthalate acid

H

4

obda

1,4-bis(4- oxy-1,2-benzene dicarboxylic acid)benzene

H

4

ODPT

4,4

/

-oxidiphthalic acid

H

4

pbta

5,5′-phenylenebis(methylene)-1,1′-3,3′-(benzene-tetracarboxylic acid)

H4tptc

terphenyl-3,2

//

,5

//

,3

/

-tetracarboxylic acid

H

5

bpbc

biphenyl-2,4,6,3′,5′-pentacarboxylic acid

H

6

BTP

1,3,5-Benzenetriphosphonic acid

H

6

dccpa

3,4-di(3,5-dicarboxyl phenyl) phthalic acid

H

6

TTHA

1,3,5-triazine-2,4,6-triamine hexaacetic acid

Hade (ad)

9H-purin-6-amine or adenine

Hatz (artz)(atz)

1H-1,2,4-triazol-3-amine or 3-amino-1,2,4-triazole

Hbimtz

2-(1H-tetrazol-5-ylmethyl)-1H-benzoimidazole

HBTA (btz) (BTAH)

1,2,3-benzenetriazole or 1H-benzotriazole or benzotriazol

Hcnp-H

2

ipa

5-(4-carboxy-2- nitrophenoxy) isophthalic acid

Hdap

2,6-diaminopurine

Hdmpp

3,5-dimethyl-4-(4′-pyridyl)pyrazole

Hem

4-(2-hydroxyethyl)- morpholine

HET

1,4,5,6,7,7-hexachlorobicyclo) 2.2.1(hept-5-ene-2,3- dicarboxylic acid

Hibpa

4-isobutyl-α-methylphenylacetic acid

Hin

isonicotinic acid

HIPT

5-(4-(1H-imidazol-1-yl)phenyl)-1H-tetrazolate

Hmt

hexamethylenetetramine (methenamine)

HPBA

4-(4-pyridyl) benzoic acid

Hpptp or Hpptpd

2-(3-(4-(pyridin-4-yl)phenyl)-1H-1,2,4-triazol-5-yl)pyridine

Hpypz

4-(1H-pyrazol-4-yl)pyridine

Hpyt

5 -(4-pyridyl)-1,3,4-oxadiazole-2-thiol

HPyz

1H-pyrazole

Hti (TBZ)

4-(1H-benzo(d)imidazol-2-yl) thiazole or thiabendazole

Htrb

hexakis(1,2,4-triazol-ylmethy1) benzene

HTZ

1H-tetrazole

Impy

2,6-di(1H-imidazol-1-yl)pyridine

IP

1-H-imidazo(4,5-f) (1,10)-phenanthroline

ipO

2-hydroxyisophthalic acid

iso-nia

Isonicotinamide

Mbim

N,N′-(1,1-methyl)-bis(imidazole)

m-bimb (1,3-bimb) (mbix)

1,3-bis(1H-imidazol-1-yl)methyl)-benzene or 1,3-bis(imidazol-1-ylmethyl)benzene

Mbtz

1,3-bis(1,2,4-triazol-1-ylmethyl) benzene

Mfd

9,9-dimethylfluorene-2,7-dicarboxylate

m-H

4

bptc

biphenyl-2,3

/

,3,4

/

-tetracarboxylic acid

MMBDC

2-monomethyl 1,4-benzenedicarboxylic acid

M

pbatb

4,4′,4″,4″′-(1,3-phenylenebis (azanetriyl)tetrabenzoate)

Mpda

1,3-phenylenediacetate

MTAZ

5-methyl-tetrazole

NBzG

N-benzoyl-Lglutamate

NCG

N-carbamyl-L-glutamate

nIm

2-nitroimidazole

Niox

1,2- cyclohexanedionedioxime

NO

2

-bdc

2-nitro-1,4-benzenedicarboxylate, 2- nitroterephthalic acid

NO

2

-bdc, H

2

nip

5-nitro-1,3-benzenedicarboxylate, 5-nitroisophthalic acid

Obix (1,2-Bimb)

1,2-bis(imidazol-1-ylmethyl)benzene

OH-iptH2

5-(hydroxymethyl)isophthalic acid

OPY

4,4′-(oxybis(4,1-phenylene)) dipyridine

Ox

oxalic acid

p-bimb (bix) (BIYB) pbib (1,4-bimb) (bimx) (1,4-dimb)

1,4-bis(1H-imidazol-1-yl)methyl)-benzene or 4,4′-bis(imidazol-1-ylmethyl)benzene

Pbetix

1,4-bis((2-ethyl-1H-imidazol-1-yl) methyl)benzene

Pbisopix

1,4-bis((2-isopropyl-1H-imidazol-1-yl)methyl)benzene

Pbmb

1,1′-(1,3-propane)bis-(2-methylbenzimidazole)

p-bpmp (4-bpmp)

4- bis(4-pyridinylmethyl)piperazine or 1,4-bis(4-pyridinylmethyl) piperazine

p

-BrPhH

3

IDC

2-(

p

-bromophenyl)-1

H

-imidazole-4,5-dicarboxylic acid

p-cbiaH3

5-(4-carboxybenzyloxy)isophthalic acid

PCIH

4-pyridinecarbaldehyde isonicotinoyl hydrazine

Pcp

P,P

/

-diphenyl-diphosphinate

Pdoa

2,2

/

-(1,3-phenylenedioxy) bis(acetate)

Pdpy

piperazine-1,4-diylbis(pyridme-4-ylmethanone

Phen

1,10-phenanthroline

PPA (pi)

Piperazine

PTA

1,3,5-triaza-7-phosphaadamantane

px

2

ampy

1,4-bis(2-pyridylaminomethyl) benzene

px

3

ampy

1,4-bis(3-pyridylaminomethyl) benzene

py

3

T (tpt) (4-ptz)

tris(4-pyridyl)-triazine or 2,4,6-tris(4-pyridyl)-1,3,5-triazine

pydcH

2

pyridine-2,4-dicarboxylic acid

Pyrdc, H

2

pydc

pyridine-2,3-dicarboxylate

Pyz

Pyrazine

Pzdc

pyrazine-2,3-dicarboxylate

Pzta

5-(2-pyrazinyl) tetrazole

R-4-bpmb

N

1

,N

4

-bis(pyridin-4-ylmethyl) benzene-1,4-diamine

R-4-bpmn

N

1

,N

5

-bis(pyridin-4-ylmethyl) naphthalene-1,5-diamine

R-GLA-Me

R-2-methylglutarate

S-nia

Thionicotinamide

Stp

2-sulfoterephthalate

Tadp

4,4′-(2H-1,2,3-triazole-2,4-diyl) dipyridine

TCMBT

N,N′,N″-tris(carboxymethyl)-1,3,5-benzenetricarboxamide

TCPB

1,2,4,5-tetrakis(4-carboxyphenyl)-benzene

TCPP

tetrakis(4-carboxyphenyl) porphyrin

Tfbdc, tftpa

Tetrafluoroterephthalate, tetrafluorobenzene-1,4-dicarboxylate, 2,3,5,6- tetrafluoro-1,4-benzenedicarboxylic acid

Tfipa

Tetrafluoroisophthalate

Tfsuc

Tetrafluorosuccinate

Tib

1,3,5-tris(1-imidazolyl)benzene

Tipa

tris(4-(1H-imidazol- 1-yl)phenyl) amine

Tipb

1,3,5-tris(p-imidazolylphenyl) benzene

Tmbdc

Tetramethylterephthalate, 2,3,5,6-tetramethyl-1,4-Benzenedicarboxylic acid

TPB

1,2,4,5-tetra(4-pyridyl)benzene

Tpcb

tetrakis(4-pyridyl)cyclobutane

trans-H

2

chdc, CDC

trans

-1,4-cyclohexanedicarboxylic acid

Trz

1,2,4-triazole

Tt

tris(triazolyl)borate

TTPA

tris(4-(1H-1,2,4-triazol-1- yl) phenyl)amine

TTPBDA

N

4

,N

4

,N

4

′,N

4

′-tetrakis(4-(1H-1,2,4-triazol-1-yl)phenyl)-(1,1′-biphenyl)-4,4′-diamine

Ubl

4,4’-(carbonylbis(azanediyl)) dibenzoic acid