Direct coupling of carbenium ions with indoles and anilines for the synthesis of cationic π-conjugated dyes

Vanel, Rémi; Miannay, François-Alexandre; Vauthey, Eric; Lacour, Jérôme

doi:10.1039/C4CC05193A

Scientific article

English

Direct coupling of carbenium ions with indoles and anilines for the synthesis of cationic π-conjugated dyes

ContributorsVanel, Rémi; Miannay, François-Alexandre; Vauthey, Eric

; Lacour, Jérôme

Published inChemical communications, vol. 50, no. 81, p. 12169-12172

Publication date2014

Abstract

A C–C bond forming reaction occurs spontaneously between tris-(2,6-dimethoxyphenyl)carbenium ions and indoles/anilines. The carbocation acts both as an electrophile and an oxidant. Effective cationic π-conjugated dyes are formed resulting in a strong hyper- and bathochromism.

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

VANEL, Rémi et al. Direct coupling of carbenium ions with indoles and anilines for the synthesis of cationic π-conjugated dyes. In: Chemical communications, 2014, vol. 50, n° 81, p. 12169–12172. doi: 10.1039/C4CC05193A

Article (Published version)

Identifiers

PID : unige:40250
DOI : 10.1039/C4CC05193A

Additional URL for this publicationhttp://xlink.rsc.org/?DOI=C4CC05193A

Journal ISSN1359-7345

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Direct coupling of carbenium ions with indoles and anilines for the synthesis of cationic π-conjugated dyes

A C–C bond forming reaction occurs spontaneously between tris-(2,6-dimethoxyphenyl)carbenium ions and indoles/anilines. The carbocation acts both as an electrophile and an oxidant. Effective cationic π-conjugated dyes are formed resulting in a strong hyper- and bathochromism.

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