Issue 7, 2019

Synthesis of a [20]phenacene dodeca-ester by controlled condensation of seven naphthalene-based building blocks

Abstract

Complementary protecting techniques for the Perkin reaction between arylacetic acids and arylglyoxylic acids efficiently allowed the multistep condensation of seven naphthalene fragments, linked by maleate bridges. Photocyclisation of this heptameric flexible precursor has led to a [20]phenacene dodeca-ester, the longest known phenacene to date.

Graphical abstract: Synthesis of a [20]phenacene dodeca-ester by controlled condensation of seven naphthalene-based building blocks

Supplementary files

Article information

Article type
Research Article
Submitted
25 Jan 2019
Accepted
19 Feb 2019
First published
20 Feb 2019

Org. Chem. Front., 2019,6, 994-997

Synthesis of a [20]phenacene dodeca-ester by controlled condensation of seven naphthalene-based building blocks

G. Naulet, S. Huet-Exiga, H. Bock and F. Durola, Org. Chem. Front., 2019, 6, 994 DOI: 10.1039/C9QO00125E

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