Topochemical Ene-Azide Cycloaddition Reaction.
aziridine-linked polymer
click chemistry
single-crystal-to-single-crystal
topochemical reaction
triazoline-linked polymer
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
15 11 2021
15 11 2021
Historique:
received:
13
07
2021
pubmed:
12
8
2021
medline:
12
8
2021
entrez:
11
8
2021
Statut:
ppublish
Résumé
Topochemical reactions, high-yielding solid-state reactions arising from the proximal alignment of reacting partners in the crystal lattice, do not require solvents, catalysts, and additives, are of high demand in the context of green processes and environmental safety. However, the bottleneck is the limited number of reactions that can be done in the crystal medium. We present the topochemical ene-azide cycloaddition (TEAC) reaction, wherein alkene and azide groups undergo lattice-controlled cycloaddition reaction giving triazoline in crystals. A designed monomer that arranges in a head-to-tail manner in its crystals pre-organizing the reacting groups of adjacent molecules in proximity undergoes spontaneous cycloaddition reaction in a single-crystal-to-single-crystal fashion, yielding the triazoline-linked polymer. A unique advantage of this reaction is that the triazoline can be converted to aziridine by simple heating, which we exploited for the otherwise challenging post-synthetic backbone modification of the polymer. This reaction may revolutionize the field of polymer science.
Identifiants
pubmed: 34379367
doi: 10.1002/anie.202109344
doi:
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
24875-24881Subventions
Organisme : department of science and technology, ministry of science and technology
ID : DST/SJF/CSA-02/2012-13
Organisme : science and engineering research board
ID : CRG/577/2018
Informations de copyright
© 2021 Wiley-VCH GmbH.
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