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Front Cover: Insights into the Scholl Coupling Reaction: A Key Transformation of Relevance to the Synthesis of Graphenes and Related Systems (Eur. J. Org. Chem. 13/2017)
Author(s) -
Little Mark S.,
Yeates Stephen G.,
Alwattar Aula A.,
Heard Kane W. J.,
Raftery James,
Edwards Alyn C.,
Parry Adam. V. S.,
Quayle Peter
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700401
Subject(s) - chemistry , front cover , chrysene , trifluoroacetic acid , computational chemistry , cover (algebra) , stereochemistry , organic chemistry , anthracene , mechanical engineering , engineering
The cover picture shows the structures that are obtained from the Scholl‐type dehydrogenative coupling of 4,10‐di‐substituted chrysene derivatives using 2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone (DDQ) in the presence of trifluoroacetic acid. The unexpected outcomes of these reactions (including hydroxylative dimerisation) are supported by single‐crystal X‐ray structure determinations and probed by DFT calculations. A mechanistic rational, which involves the generation of radical‐cation intermediates, is presented in order to explain the varied nature of the products. Details are discussed in the Full Paper by M. S. Little, S. G. Yeates, P. Quayle et al. on page 1694 ff (DOI: 10.1002/ejoc.201601580 ).