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Carborane-Induced Excimer Emission of Severely Twisted Bis-o-Carboranyl Chrysene.


ABSTRACT: The synthesis of a highly twisted chrysene derivative incorporating two electron deficient o-carboranyl groups is reported. The molecule exhibits a complex, excitation-dependent photoluminescence, including aggregation-induced emission (AIE) with good quantum efficiency and an exceptionally long singlet excited state lifetime. Through a combination of detailed optical studies and theoretical calculations, the excited state species are identified, including an unusual excimer induced by the presence of o-carborane. This is the first time that o-carborane has been shown to induce excimer formation ab initio, as well as the first observation of excimer emission by a chrysene-based small molecule in solution. Bis-o-carboranyl chrysene is thus an initial member of a new family of o-carboranyl phenacenes exhibiting a novel architecture for highly-efficient multi-luminescent fluorophores.

SUBMITTER: Marsh AV 

PROVIDER: S-EPMC6099267 | biostudies-literature | 2018 Aug

REPOSITORIES: biostudies-literature

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Carborane-Induced Excimer Emission of Severely Twisted Bis-o-Carboranyl Chrysene.

Marsh Adam V AV   Cheetham Nathan J NJ   Little Mark M   Dyson Matthew M   White Andrew J P AJP   Beavis Peter P   Warriner Colin N CN   Swain Anthony C AC   Stavrinou Paul N PN   Heeney Martin M  

Angewandte Chemie (International ed. in English) 20180712 33


The synthesis of a highly twisted chrysene derivative incorporating two electron deficient o-carboranyl groups is reported. The molecule exhibits a complex, excitation-dependent photoluminescence, including aggregation-induced emission (AIE) with good quantum efficiency and an exceptionally long singlet excited state lifetime. Through a combination of detailed optical studies and theoretical calculations, the excited state species are identified, including an unusual excimer induced by the prese  ...[more]

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