Supramolecular adducts of mesocyclic diamines with various carboxylic acids: Charge-assisted hydrogen-bonding in molecular recognition

Aggregation of saturated mesocyclic diamine 1,4-diazacycloheptane (dach) or piperazine (pipz) and diversiform carboxylic acids with mono- or di-carboxyls yields a series of novel binary supramolecular adducts via two-point molecular recognition. All the supramolecular assemblies were obtained by sol...

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Main Authors: Wei Guo, Xiaojuan Fu, Jing Chen
Format: Article
Language:English
Published: Elsevier 2020-11-01
Series:Journal of Saudi Chemical Society
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S1319610320301289
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author Wei Guo
Xiaojuan Fu
Jing Chen
author_facet Wei Guo
Xiaojuan Fu
Jing Chen
author_sort Wei Guo
collection DOAJ
description Aggregation of saturated mesocyclic diamine 1,4-diazacycloheptane (dach) or piperazine (pipz) and diversiform carboxylic acids with mono- or di-carboxyls yields a series of novel binary supramolecular adducts via two-point molecular recognition. All the supramolecular assemblies were obtained by solvent evaporation method from different media. X-ray single-crystal diffraction analyses reveal that these supramolecular moieties present 1D chain motif, 2D flat, corrugated sheet structures and 3D CdSO4, pillar-layered networks through carboxylate-amide N–H⋯O, as well as its proton transfer form N+–H⋯O−, carboxyl head to tail O–H⋯O, and extended hydrogen-bonding interactions. Their compositions and structures were also confirmed by Fourier transform infrared (FT-IR) spectroscopy. Thermal stability of these binary crystalline adducts has been investigated by thermogravimetric analysis (TGA), suggesting similar thermal stabilities.
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spelling doaj.art-77cccfdef96a4914b778e33f738c83012022-12-22T01:07:21ZengElsevierJournal of Saudi Chemical Society1319-61032020-11-012411885895Supramolecular adducts of mesocyclic diamines with various carboxylic acids: Charge-assisted hydrogen-bonding in molecular recognitionWei Guo0Xiaojuan Fu1Jing Chen2College of Chemistry, Tianjin Normal University, Tianjin 300387, PR China; School of Pharmacy, Hebei Medical University, Shijiazhuang 050017, PR ChinaCollege of Chemistry, Tianjin Normal University, Tianjin 300387, PR ChinaCollege of Chemistry, Tianjin Normal University, Tianjin 300387, PR China; Corresponding author.Aggregation of saturated mesocyclic diamine 1,4-diazacycloheptane (dach) or piperazine (pipz) and diversiform carboxylic acids with mono- or di-carboxyls yields a series of novel binary supramolecular adducts via two-point molecular recognition. All the supramolecular assemblies were obtained by solvent evaporation method from different media. X-ray single-crystal diffraction analyses reveal that these supramolecular moieties present 1D chain motif, 2D flat, corrugated sheet structures and 3D CdSO4, pillar-layered networks through carboxylate-amide N–H⋯O, as well as its proton transfer form N+–H⋯O−, carboxyl head to tail O–H⋯O, and extended hydrogen-bonding interactions. Their compositions and structures were also confirmed by Fourier transform infrared (FT-IR) spectroscopy. Thermal stability of these binary crystalline adducts has been investigated by thermogravimetric analysis (TGA), suggesting similar thermal stabilities.http://www.sciencedirect.com/science/article/pii/S1319610320301289Mesocyclic diaminesOrganic saltsCarboxylate coformersCharge-assisted hydrogen bondsCrystal structures
spellingShingle Wei Guo
Xiaojuan Fu
Jing Chen
Supramolecular adducts of mesocyclic diamines with various carboxylic acids: Charge-assisted hydrogen-bonding in molecular recognition
Journal of Saudi Chemical Society
Mesocyclic diamines
Organic salts
Carboxylate coformers
Charge-assisted hydrogen bonds
Crystal structures
title Supramolecular adducts of mesocyclic diamines with various carboxylic acids: Charge-assisted hydrogen-bonding in molecular recognition
title_full Supramolecular adducts of mesocyclic diamines with various carboxylic acids: Charge-assisted hydrogen-bonding in molecular recognition
title_fullStr Supramolecular adducts of mesocyclic diamines with various carboxylic acids: Charge-assisted hydrogen-bonding in molecular recognition
title_full_unstemmed Supramolecular adducts of mesocyclic diamines with various carboxylic acids: Charge-assisted hydrogen-bonding in molecular recognition
title_short Supramolecular adducts of mesocyclic diamines with various carboxylic acids: Charge-assisted hydrogen-bonding in molecular recognition
title_sort supramolecular adducts of mesocyclic diamines with various carboxylic acids charge assisted hydrogen bonding in molecular recognition
topic Mesocyclic diamines
Organic salts
Carboxylate coformers
Charge-assisted hydrogen bonds
Crystal structures
url http://www.sciencedirect.com/science/article/pii/S1319610320301289
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AT xiaojuanfu supramolecularadductsofmesocyclicdiamineswithvariouscarboxylicacidschargeassistedhydrogenbondinginmolecularrecognition
AT jingchen supramolecularadductsofmesocyclicdiamineswithvariouscarboxylicacidschargeassistedhydrogenbondinginmolecularrecognition