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The Structures of Alkyl Derivatives of arachno ‐1‐CB 4 H 10 from Reactions of B 4 H 10 with Alkynes
Author(s) -
Fox Mark A.,
Greatrex Robert,
Hofmann Matthias,
von Ragué Schleyer Paul
Publication year - 1994
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.199422981
Subject(s) - borane , carborane , chemistry , alkyl , cleavage (geology) , boranes , triple bond , gas phase , ab initio , carbene , medicinal chemistry , stereochemistry , computational chemistry , organic chemistry , double bond , materials science , catalysis , fracture (geology) , composite material , boron
New insight into the cleavage of a CC triple bond by the reactive borane intermediate {B 4 H 8 } under very mild conditions (70 °C) is provided by the structure of 1 , the smallest known arachno ‐carborane. Comparison of experimental data with the results of ab initio/IGLO/NMR studies prove that 1 is the product isolated in low yields from the gas‐phase reaction of B 4 H 10 with MeCCH. Reactions with EtCCH and MeCCMe gave analogues of 1 , but the parent compound 2,5‐μ‐CH 2 ‐1‐CB 4 H 8 was not accessible.