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Investigations of the Structure and Reactivity of a Stannaketenimine
Author(s) -
Grützmacher Hansjörg,
Freitag Stefanie,
HerbstIrmer Regine,
Sheldrick George S.
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.199204371
Subject(s) - bent molecular geometry , double bond , reactivity (psychology) , crystallography , crystal structure , analogy , chemistry , acceptor , molecule , bond length , stereochemistry , physics , polymer chemistry , organic chemistry , philosophy , condensed matter physics , medicine , linguistics , alternative medicine , pathology
A double π donor–acceptor bond is the best description of the Sn–C double bond in stannaketenimine 1 . The X‐ray crystal structure analysis reveals a bent framework, which points out the analogy between 1 and the distannene 2 . Compound 1 dissociates relatively easily (Δ H 0 ≈ 30 kJmol −1 , Δ S 0 ≈ 90 JK −1 mol −1 ) and reacts as R 2 Sn: and :CNR 1 . R = 2,4,6‐(CF 3 ) 3 C 6 H 2 , R 1 = 2,4,6‐(CH 3 ) 3 C 6 H 2 , R′ = (Me 3 Si) 2 CH.