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A Straightforward Synthesis of Nitrilimines; X‐Ray Crystal Structure of a Nitrilimine Stabilized by Non‐Heteroatom Substituents
Author(s) -
Réau Régis,
Veneziani Guilaine,
Dahan Françoise,
Bertrand Guy
Publication year - 1992
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199204391
Subject(s) - chemistry , heteroatom , steric effects , medicinal chemistry , diazomethane , yield (engineering) , crystal structure , crystallography , photochemistry , ring (chemistry) , stereochemistry , organic chemistry , materials science , metallurgy
Air‐stable crystals of bis(triphenylmethyl)‐substituted nitrilimine 3 are produced in 90% yield from the reaction of bis(trimethylstannyl)diazomethane 1 with triphenylmethyl chloride. The stability of 3 can only be explained by steric effects, since the electronic interaction of the Ph 3 C substituents with the CNN frame is not evident. Compound 3 reacts as a 1,3‐dipole.