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Building a Cocrystal by Using Supramolecular Synthons for Pressure‐Accelerated Heteromolecular Azide–Alkyne Cycloaddition
Author(s) -
Meng Xiao,
Chen Changqing,
Deng Xinyuan,
Wang Zhangyuan,
Chen Qi,
Ma Yuguo
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201900391
Subject(s) - synthon , cycloaddition , cocrystal , alkyne , decarboxylation , regioselectivity , supramolecular chemistry , chemistry , azide , click chemistry , combinatorial chemistry , molecule , hydrogen bond , organic chemistry , catalysis
Abstract Facilitated by the supramolecular synthons of carboxylic acids and amides through cooperative hydrogen‐bonding and arene–perfluoroarene interactions, the azide–alkyne cycloaddition reaction between two different molecules in a cocrystal was achieved. This reaction could be accelerated by pressure using a common hydraulic press equipment with excellent regioselectivity to yield 1,4‐triazole products. The absence of decarboxylation side reactions in the products in the solid state demonstrated that this strategy can provide a green synthetic route for products not directly accessible by traditional syntheses in solution.