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Synthesis and Analysis of Substituted Bullvalenes
Author(s) -
Yahiaoui Oussama,
Pašteka Lukáš F.,
Judeel Bernadette,
Fallon Thomas
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201712157
Subject(s) - cyclooctatetraene , cycloaddition , chemistry , quantum chemical , cobalt , computational chemistry , combinatorial chemistry , methane , organic chemistry , molecule , catalysis
Abstract Herein we detail a practical synthesis of bullvalene and a variety of mono‐ and disubstituted analogues through cobalt‐catalysed [6+2] cycloaddition of cyclooctatetraene to alkynes, followed by photochemical di‐π‐methane rearrangement. The application of isomer‐network analysis, coupled with quantum‐chemical calculations, provides a powerful automated tool for predicting the properties of bullvalene isomer networks.