P -Xylylenediamine derived ligands as flexible connectors in the design of porous coordination polymers

Research output: Contribution to journalArticleResearchpeer-review

Abstract

The use of flexible ligands in coordination polymers provides both opportunities and unpredictability. A new series of flexible ligands derived from p-xylylenediamine, which vary in the positioning of carboxylic acid functional groups, have been found to form a series of coordination polymers and a discrete coordination complex. Use of the tetra-substituted meta-carboxylic acid ligand N,N,N′,N′-tetra(3-carboxybenzyl)-p-xylylenediamine, isolated as its dihydrochloride salt (H 6 M 4 pxy)Cl 2 , resulted in the simultaneous formation of two products from the same synthetic conditions. One of these products was a discrete cage-type coordination complex of the form [Cu 4 (M 4 pxy) 2 (DMF) 2 (OH 2 )] (1), while the other product was the two-dimensional coordination polymer poly-[Cu 2 (M 4 pxy)(OH 2 ) 2 ] (2). Synthesis utilising the tetra-substituted para-carboxylic acid ligand, isolated as N,N,N′,N′-tetra(4-carboxybenzyl)-p-xylylenediamine dihydrochloride (H 6 P 4 pxy)Cl 2 , resulted in the formation of multiple two-dimensional coordination polymers, poly-[Cu 2 (P 4 pxy)(DMF)(OH 2 )]·2DMF·3H 2 O (3·2DMF·3H 2 O), poly-[Mn 2 (P 4 pxy)(DMA) 2 ] (4), poly-[Co 4 (P 4 pxy) 2 (DMF) 2 (μ-OH 2 ) 2 (OH 2 ) 2 ]·6DMF·4H 2 O (5·6DMF·4H 2 O) and poly-[Cd 2 (P 4 pxy)(OH 2 ) 2 ]·DMA·3H 2 O (6·DMA·3H 2 O). The last of these materials, a three-dimensional coordination polymer, was found to adsorb approximately 32 cm 3 g -1 STP of CO 2 at atmospheric pressure at 273 K.

Original languageEnglish
Pages (from-to)3074-3085
Number of pages12
JournalCrystEngComm
Volume21
Issue number19
DOIs
Publication statusPublished - 1 Jan 2019

Keywords

  • Chelation
  • Ligands
  • Atmospheric pressure
  • Carboxylic acids

Cite this

@article{8ed0078d385842aebbd094632eeec9f2,
title = "P -Xylylenediamine derived ligands as flexible connectors in the design of porous coordination polymers",
abstract = "The use of flexible ligands in coordination polymers provides both opportunities and unpredictability. A new series of flexible ligands derived from p-xylylenediamine, which vary in the positioning of carboxylic acid functional groups, have been found to form a series of coordination polymers and a discrete coordination complex. Use of the tetra-substituted meta-carboxylic acid ligand N,N,N′,N′-tetra(3-carboxybenzyl)-p-xylylenediamine, isolated as its dihydrochloride salt (H 6 M 4 pxy)Cl 2 , resulted in the simultaneous formation of two products from the same synthetic conditions. One of these products was a discrete cage-type coordination complex of the form [Cu 4 (M 4 pxy) 2 (DMF) 2 (OH 2 )] (1), while the other product was the two-dimensional coordination polymer poly-[Cu 2 (M 4 pxy)(OH 2 ) 2 ] (2). Synthesis utilising the tetra-substituted para-carboxylic acid ligand, isolated as N,N,N′,N′-tetra(4-carboxybenzyl)-p-xylylenediamine dihydrochloride (H 6 P 4 pxy)Cl 2 , resulted in the formation of multiple two-dimensional coordination polymers, poly-[Cu 2 (P 4 pxy)(DMF)(OH 2 )]·2DMF·3H 2 O (3·2DMF·3H 2 O), poly-[Mn 2 (P 4 pxy)(DMA) 2 ] (4), poly-[Co 4 (P 4 pxy) 2 (DMF) 2 (μ-OH 2 ) 2 (OH 2 ) 2 ]·6DMF·4H 2 O (5·6DMF·4H 2 O) and poly-[Cd 2 (P 4 pxy)(OH 2 ) 2 ]·DMA·3H 2 O (6·DMA·3H 2 O). The last of these materials, a three-dimensional coordination polymer, was found to adsorb approximately 32 cm 3 g -1 STP of CO 2 at atmospheric pressure at 273 K.",
keywords = "Chelation, Ligands, Atmospheric pressure, Carboxylic acids",
author = "Emerson, {Adrian J.} and Knowles, {Gregory P.} and Chaffee, {Alan L.} and Batten, {Stuart R.} and Turner, {David R.}",
year = "2019",
month = "1",
day = "1",
doi = "10.1039/c9ce00371a",
language = "English",
volume = "21",
pages = "3074--3085",
journal = "CrystEngComm",
issn = "1466-8033",
publisher = "The Royal Society of Chemistry",
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P -Xylylenediamine derived ligands as flexible connectors in the design of porous coordination polymers. / Emerson, Adrian J.; Knowles, Gregory P.; Chaffee, Alan L.; Batten, Stuart R.; Turner, David R.

In: CrystEngComm, Vol. 21, No. 19, 01.01.2019, p. 3074-3085.

Research output: Contribution to journalArticleResearchpeer-review

TY - JOUR

T1 - P -Xylylenediamine derived ligands as flexible connectors in the design of porous coordination polymers

AU - Emerson, Adrian J.

AU - Knowles, Gregory P.

AU - Chaffee, Alan L.

AU - Batten, Stuart R.

AU - Turner, David R.

PY - 2019/1/1

Y1 - 2019/1/1

N2 - The use of flexible ligands in coordination polymers provides both opportunities and unpredictability. A new series of flexible ligands derived from p-xylylenediamine, which vary in the positioning of carboxylic acid functional groups, have been found to form a series of coordination polymers and a discrete coordination complex. Use of the tetra-substituted meta-carboxylic acid ligand N,N,N′,N′-tetra(3-carboxybenzyl)-p-xylylenediamine, isolated as its dihydrochloride salt (H 6 M 4 pxy)Cl 2 , resulted in the simultaneous formation of two products from the same synthetic conditions. One of these products was a discrete cage-type coordination complex of the form [Cu 4 (M 4 pxy) 2 (DMF) 2 (OH 2 )] (1), while the other product was the two-dimensional coordination polymer poly-[Cu 2 (M 4 pxy)(OH 2 ) 2 ] (2). Synthesis utilising the tetra-substituted para-carboxylic acid ligand, isolated as N,N,N′,N′-tetra(4-carboxybenzyl)-p-xylylenediamine dihydrochloride (H 6 P 4 pxy)Cl 2 , resulted in the formation of multiple two-dimensional coordination polymers, poly-[Cu 2 (P 4 pxy)(DMF)(OH 2 )]·2DMF·3H 2 O (3·2DMF·3H 2 O), poly-[Mn 2 (P 4 pxy)(DMA) 2 ] (4), poly-[Co 4 (P 4 pxy) 2 (DMF) 2 (μ-OH 2 ) 2 (OH 2 ) 2 ]·6DMF·4H 2 O (5·6DMF·4H 2 O) and poly-[Cd 2 (P 4 pxy)(OH 2 ) 2 ]·DMA·3H 2 O (6·DMA·3H 2 O). The last of these materials, a three-dimensional coordination polymer, was found to adsorb approximately 32 cm 3 g -1 STP of CO 2 at atmospheric pressure at 273 K.

AB - The use of flexible ligands in coordination polymers provides both opportunities and unpredictability. A new series of flexible ligands derived from p-xylylenediamine, which vary in the positioning of carboxylic acid functional groups, have been found to form a series of coordination polymers and a discrete coordination complex. Use of the tetra-substituted meta-carboxylic acid ligand N,N,N′,N′-tetra(3-carboxybenzyl)-p-xylylenediamine, isolated as its dihydrochloride salt (H 6 M 4 pxy)Cl 2 , resulted in the simultaneous formation of two products from the same synthetic conditions. One of these products was a discrete cage-type coordination complex of the form [Cu 4 (M 4 pxy) 2 (DMF) 2 (OH 2 )] (1), while the other product was the two-dimensional coordination polymer poly-[Cu 2 (M 4 pxy)(OH 2 ) 2 ] (2). Synthesis utilising the tetra-substituted para-carboxylic acid ligand, isolated as N,N,N′,N′-tetra(4-carboxybenzyl)-p-xylylenediamine dihydrochloride (H 6 P 4 pxy)Cl 2 , resulted in the formation of multiple two-dimensional coordination polymers, poly-[Cu 2 (P 4 pxy)(DMF)(OH 2 )]·2DMF·3H 2 O (3·2DMF·3H 2 O), poly-[Mn 2 (P 4 pxy)(DMA) 2 ] (4), poly-[Co 4 (P 4 pxy) 2 (DMF) 2 (μ-OH 2 ) 2 (OH 2 ) 2 ]·6DMF·4H 2 O (5·6DMF·4H 2 O) and poly-[Cd 2 (P 4 pxy)(OH 2 ) 2 ]·DMA·3H 2 O (6·DMA·3H 2 O). The last of these materials, a three-dimensional coordination polymer, was found to adsorb approximately 32 cm 3 g -1 STP of CO 2 at atmospheric pressure at 273 K.

KW - Chelation

KW - Ligands

KW - Atmospheric pressure

KW - Carboxylic acids

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DO - 10.1039/c9ce00371a

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SN - 1466-8033

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