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The Influence of C(sp 3 )H–Selenium Interactions on the 77 Se NMR Quantification of the π‐Accepting Properties of Carbenes
Author(s) -
Junor Glen P.,
Lorkowski Jan,
Weinstein Cory M.,
Jazzar Rodolphe,
Pietraszuk Cezary,
Bertrand Guy
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202010744
Subject(s) - selenium , hyperconjugation , chemistry , carbene , scaling , computational chemistry , hydrogen bond , molecule , organic chemistry , catalysis , geometry , mathematics
Selenium NMR has become a standard tool for scaling the π‐accepting character of carbenes. Herein, we highlight that non‐classical hydrogen bonding (NCHB), likely resulting from hyperconjugation, can play a significant role in the carbene–selenium 77 Se NMR chemical shift, thus triggering a non‐linear behavior of the Se‐Scale.