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Synthesis and Rearrangement of Dewar Benzenes Into Biaryls: Experimental Evidence for Conrotatory Ring Opening
Author(s) -
Janková Štěpánka,
Dračínský Martin,
Císařová Ivana,
Kotora Martin
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700916
Subject(s) - conrotatory and disrotatory , chemistry , ring (chemistry) , steric effects , electrocyclic reaction , aryl , stereochemistry , computational chemistry , organic chemistry , alkyl
Rearrangement of aryl‐substituted Dewar benzenes into the corresponding biaryls may serve as an alternative pathway for synthesis of sterically hindered biaryls. The kinetic data obtained from thermal rearrangements of Dewar benzenes provide experimental evidence for the proposed orbital‐symmetry‐controlled electrocyclic ring opening. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)