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Lithiodiphenylmethylisocyanide‐(—)‐sparteinebis(tetrahydrofuran):Crystal Structure of a Lithiated Isocyanide
Author(s) -
Ledig Burkhard,
Marsch Michael,
Harms Klaus,
Boche Gernot
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.199200791
Subject(s) - tetrahydrofuran , isocyanide , crystallography , atom (system on chip) , chemistry , crystal structure , ab initio , crystal (programming language) , monomer , group (periodic table) , bond length , stereochemistry , organic chemistry , polymer , solvent , computer science , programming language , embedded system
Bond lengths and angles of the C − — NC unit of 1 prove that the negative charge is stabilized by the inductive effect of the N atom of the isocyanide group, in accord with earlier experimental results and theoretical predictions. However, the planar environment of the anionic C atom as well as the fact that 1 is monomeric in the crystal are contrary to ab initio calculations on the parent compound LiCH 2 NC. This is the result of the strong electronic influence of the two phenyl groups.