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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 international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202010744
Subject(s) - selenium , chemistry , carbene , hyperconjugation , scaling , hydrogen bond , computational chemistry , organic chemistry , molecule , catalysis , mathematics , geometry
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.