[(α‐Cyanobenzyllithium. Tetramethylethylenediamine) 2 . Benzene]: X‐ray Structure Analysis of an α‐Nitrile “Carbanion” | Zendy

Boche Gernot | Zendy; Marsch Michael | Zendy; Harms Klaus | Zendy

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[(α‐Cyanobenzyllithium. Tetramethylethylenediamine) 2 . Benzene]: X‐ray Structure Analysis of an α‐Nitrile “Carbanion”

Author(s) -

Boche Gernot,

Marsch Michael,

Harms Klaus

Publication year - 1986

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.198603731

Subject(s) - carbanion , ketene , tetramethylethylenediamine , nitrile , chemistry , benzene , enol , medicinal chemistry , double bond , x ray , photochemistry , polymer chemistry , organic chemistry , catalysis , physics , quantum mechanics

A “ketene iminate”and not a carbanionis present in the title compound 1 ·C 6 H 6 . The bond lengths in the CCN group deviate considerably from those in ketene imines such as 2 . In comparison, enolates have practically the same bond lengths as enol ethers. This difference is due to the different stabilization of a negative charge by nitriles and carbonyl compounds.

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