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Constructing Crystalline Covalent Organic Frameworks from Chiral Building Blocks.

Covalent organic frameworks (COFs) represent a new type of crystalline porous materials that are covalently assembled from organic building blocks. Construction of functional COFs is, however, a difficult task because it has to meet simultaneously the requirements for crystallinity and functionality... Full description

Journal Title: Journal of the American Chemical Society September 14, 2016, Vol.138(36), pp.11489-11492
Main Author: Xu, Hai-Sen
Other Authors: Ding, San-Yuan , An, Wan-Kai , Wu, Han , Wang, Wei
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: E-ISSN: 1520-5126 ; DOI: 10.1021/jacs.6b07516
Link: http://search.proquest.com/docview/1819900286/?pq-origsite=primo
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recordid: proquest1819900286
title: Constructing Crystalline Covalent Organic Frameworks from Chiral Building Blocks.
format: Article
creator:
  • Xu, Hai-Sen
  • Ding, San-Yuan
  • An, Wan-Kai
  • Wu, Han
  • Wang, Wei
subjects:
  • Chemistry
ispartof: Journal of the American Chemical Society, September 14, 2016, Vol.138(36), pp.11489-11492
description: Covalent organic frameworks (COFs) represent a new type of crystalline porous materials that are covalently assembled from organic building blocks. Construction of functional COFs is, however, a difficult task because it has to meet simultaneously the requirements for crystallinity and functionality. We report herein a facile strategy for the direct construction of chiral-functionalized COFs from chiral building blocks. The key design is to use the rigid scaffold 4,4′-(1H-benzo­[d]­imidazole-4,7-diyl)­dianiline (2) for attaching a variety of chiral moieties. As a first example, the chiral pyrrolidine-embedded building block (S)-4,4′-(2-(pyrrolidin-2-yl)-1H-benzo­[d]­imidazole-4,7-diyl)­dianiline (3) was accordingly synthesized and applied for the successful construction of two chiral COFs, LZU-72 and LZU-76. Our experimental results further showed that these chiral COFs are structurally robust and highly active as heterogeneous organocatalysts.
language: eng
source:
identifier: E-ISSN: 1520-5126 ; DOI: 10.1021/jacs.6b07516
fulltext: fulltext
issn:
  • 15205126
  • 1520-5126
url: Link


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titleConstructing Crystalline Covalent Organic Frameworks from Chiral Building Blocks.
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descriptionCovalent organic frameworks (COFs) represent a new type of crystalline porous materials that are covalently assembled from organic building blocks. Construction of functional COFs is, however, a difficult task because it has to meet simultaneously the requirements for crystallinity and functionality. We report herein a facile strategy for the direct construction of chiral-functionalized COFs from chiral building blocks. The key design is to use the rigid scaffold 4,4′-(1H-benzo­[d]­imidazole-4,7-diyl)­dianiline (2) for attaching a variety of chiral moieties. As a first example, the chiral pyrrolidine-embedded building block (S)-4,4′-(2-(pyrrolidin-2-yl)-1H-benzo­[d]­imidazole-4,7-diyl)­dianiline (3) was accordingly synthesized and applied for the successful construction of two chiral COFs, LZU-72 and LZU-76. Our experimental results further showed that these chiral COFs are structurally robust and highly active as heterogeneous organocatalysts.
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