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Phosphonioboratoacetylenes: C 2 Stabilized by Donor and Acceptor Molecules
Author(s) -
Bestmann Hans Jürgen,
Behl Harald,
Bremer Matthias
Publication year - 1989
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.198912191
Subject(s) - deprotonation , molecule , acceptor , chemistry , medicinal chemistry , iodide , methyl iodide , stereochemistry , crystallography , inorganic chemistry , organic chemistry , physics , ion , condensed matter physics
A complexed C 2 molecule: that is one way of describing the C 2 unit of the compound Ph 3 B⊖C C⊕PMePh 2 ( 1 ), which is derived from ethynyldiphenylphosphane, butyllithium, BPh 3 , and methyl iodide. The bulky substituents shield the CC bond so effectively that 1 does not react with 1, 3‐dipoles. At the same time, however, its P‐CH 3 group is transformed into P‐C 2 H 5 by deprotonation and methylation.