Hexakis(trimethylsilylethynyl)[3]radialene: A Carbon‐Rich Chromophore with Unusual Electronic Properties | Zendy

Lange Tim | Zendy; Gramlich Volker | Zendy; Amrein Walter | Zendy; Diederich François | Zendy; Gross Maurice | Zendy; Boudon Corinne | Zendy; Gisselbrecht JeanPaul | Zendy

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Hexakis(trimethylsilylethynyl)[3]radialene: A Carbon‐Rich Chromophore with Unusual Electronic Properties

Author(s) -

Lange Tim,

Gramlich Volker,

Amrein Walter,

Diederich François,

Gross Maurice,

Boudon Corinne,

Gisselbrecht JeanPaul

Publication year - 1995

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.199508051

Subject(s) - trimethylsilyl , deprotonation , chromophore , chemistry , derivative (finance) , carbon fibers , ion , photochemistry , medicinal chemistry , polymer chemistry , organic chemistry , materials science , composite number , composite material , financial economics , economics

Hexaethynyl[3]radialene (1 a) is isoelectronic and isosteric with the known hexacyano[3]radialene and a molecular precursor for a two‐dimensional all‐carbon network. The hexakis(trimethylsilyl) derivative 1 b was now prepared by addition of tetrachlorocyclopropene to deprotonated 1,5‐bis(trimethylsilyl)penta‐1,4‐diyne, followed by oxidation, and was characterized by X‐ray crystallography. In solution, 1 b shows an unexpected purple‐red color and is reduced in two reversible one‐electron steps to the violet radical anion 1 b and dianion 1 b 2− .

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