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Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions
Published on: July 28, 2022
Exploring the Skeletal Rearrangement/Self-Ring-Opening Reaction of Dibenzo[b,f][1,5]diphosphacines
Shuangchen Lv1,2,3, Haiyang Huang2,4, Hongli Bao2,5,3
1College of Chemistry and Materials Science, Fujian Normal University, Fuzhou 350117, P. R. China.
Abstract:
This study reports the first self-ring-opening reaction of a novel eight-membered heterocyclic skeleton, dibenzo[b,f][1,5]diphosphacyclooctatetraene (PCOT), into (Z)-alkenyldiphosphines, which involves the sequential cleavage of two phosphonium-ylide bonds and the formation of a C═C bond. Theoretical analyses further rationalize the stereoselective formation of Z-form products and the chemical driving force behind the phosphonium-ylide (P1═C1) bond cleavage. This work represents the first example of π-conjugated eight-membered phosphacycles featuring two internal phosphonium-ylide bonds and their self-ring-opening rearrangement.
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