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Nucleophilic Addition to a Triple Bond; Preliminary ab initio study
Author(s) -
Eisenstein Odile,
Procter Garry,
Dunitz Jack D.
Publication year - 1978
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19780610725
Subject(s) - chemistry , triple bond , nucleophile , ab initio , nucleophilic addition , ab initio quantum chemistry methods , computational chemistry , stereochemistry , gaussian orbital , double bond , molecule , organic chemistry , catalysis
Preliminary ab initio , calculations (minimal basis set STO‐3 G) suggest that the preferred direction of approach of a nucleophilic centre towards a CC triple bond makes an obtuse angle (∼120°) with this bond. The stereoelectronic requirements for nucleophilic addition to triple bonds and to ketones are thus rather similar.