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

Adam V Marsh, Nathan J Cheetham, Mark Little, Matthew Dyson, Andrew J P White, Peter Beavis, Colin N Warriner, Anthony C Swain, Paul N Stavrinou, Martin Heeney

Angew Chem Int Ed Engl. 2018 Aug 13;57(33):10640-10645.

PMID: 29952051

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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP16872096 o-Carborane o-Carborane 16872-09-6 Price
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