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Heteroaryldisilenes: heteroaryl groups serve as electron acceptors for Si[double bond, length as m-dash]Si double bonds in intramolecular charge transfer transitions

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Abstract

Although many stable disilenes (silicon–silicon doubly-bonded compounds) containing organic π-electron systems have been reported, stable disilenes with heteroaromatic groups remain rare. Herein, we report the synthesis of monodisilenyl-substituted thiophene 1, anthracene 4, acridine 5, and mesitylene 7 and bis(disilenyl)-substituted thiophene 2, 2,2′-bithiophene 3, and anthracene 6 via reactions of dialkylmesityldisilenide 8 with the corresponding haloarenes. Disilenes 1–7 show absorption bands with contributions of intramolecular charge transfer (ICT) transitions from π(disilene) to π*(aryl). In the ICT transitions, (bi)thienyl groups as well as anthryl and acrydinyl groups serve as electron acceptors for the Si[double bond, length as m-dash]Si double bonds.

Graphical abstract: Heteroaryldisilenes: heteroaryl groups serve as electron acceptors for Si [[double bond, length as m-dash]] Si double bonds in intramolecular charge transfer transitions

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Publication details

The article was received on 30 Jun 2017, accepted on 26 Jul 2017 and first published on 11 Aug 2017


Article type: Paper
DOI: 10.1039/C7DT02357J
Citation: Dalton Trans., 2017, Advance Article
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    Heteroaryldisilenes: heteroaryl groups serve as electron acceptors for Si[double bond, length as m-dash]Si double bonds in intramolecular charge transfer transitions

    T. Kosai, S. Ishida and T. Iwamoto, Dalton Trans., 2017, Advance Article , DOI: 10.1039/C7DT02357J

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