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Issue 5, 2016
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Enantioselective [4+4] photodimerization of anthracene-2,6-dicarboxylic acid mediated by a C2-symmetric chiral template

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Abstract

A chiral template was constructed from 7-ethynyl-1,5,7-trimethyl-3-azabicyclo[3.3.1]nonan-2-one by Sonogashira cross-coupling with 4,4′′-diiodoterphenyl and was shown to bind the title compound strongly by hydrogen bonding resulting in enantioselectivities of up to 55% enantiomeric excess (ee) in the [4+4] anthracene photodimerization.

Graphical abstract: Enantioselective [4+4] photodimerization of anthracene-2,6-dicarboxylic acid mediated by a C2-symmetric chiral template

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Publication details

The article was received on 03 Nov 2015, accepted on 18 Nov 2015 and first published on 18 Nov 2015


Article type: Communication
DOI: 10.1039/C5CC09107A
Citation: Chem. Commun., 2016,52, 1032-1035
  • Open access: Creative Commons BY-NC license
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    Enantioselective [4+4] photodimerization of anthracene-2,6-dicarboxylic acid mediated by a C2-symmetric chiral template

    M. M. Maturi, G. Fukuhara, K. Tanaka, Y. Kawanami, T. Mori, Y. Inoue and T. Bach, Chem. Commun., 2016, 52, 1032
    DOI: 10.1039/C5CC09107A

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