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The First Synthesis of a Benzoborole
Author(s) -
Schacht Wolfgang,
Kaufmann Dieter
Publication year - 1987
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.198706651
Subject(s) - dehydrogenation , antiaromaticity , flash vacuum pyrolysis , pyrolysis , flash (photography) , trapping , chemistry , medicinal chemistry , combinatorial chemistry , organic chemistry , physics , catalysis , aromaticity , geography , molecule , optics , forestry
The flash vacuum pyrolysis of 1‐chloro‐1‐boraindane 1 leads with dehydrogenation to the 1‐benzoborole 2 . The highly reactive, antiaromatic system dimerizes regiospecifically even at low temperatures to the diboradibenzotetrahydroazulene 3 . Trapping reactions with 2‐butyne. DCl and CH 3 OD furnished products which likewise suggest intermediary occurrence of 2 .