In:
Organic & Biomolecular Chemistry, Royal Society of Chemistry (RSC), Vol. 20, No. 30 ( 2022), p. 6019-6026
Kurzfassung:
Herein, we report a fully detailed mechanistic study involving an organocatalyzed 1,3-dipolar cycloaddition via enolate or stabilized vinylogous carbanion intermediates and azide for the synthesis of 1,2,3-triazoles. A detailed investigation of the elementary steps, intermediates, and transition states of the two organocatalyzed metal-free click reactions is supported by DFT calculations and 1 H NMR monitoring experiments, providing detailed profiles for both reaction mechanisms. Distortion–interaction activation-strain (DIAS) analysis was also employed to further elucidate the regioselectivity in both reactions.
Materialart:
Online-Ressource
ISSN:
1477-0520
,
1477-0539
Sprache:
Englisch
Verlag:
Royal Society of Chemistry (RSC)
Publikationsdatum:
2022
ZDB Id:
2097583-1
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