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

Research output: Contribution to journalArticlepeer-review

71 Scopus citations

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.
Original languageEnglish (US)
Pages (from-to)10640-10645
Number of pages6
JournalAngewandte Chemie - International Edition
Volume57
Issue number33
DOIs
StatePublished - Aug 13 2018
Externally publishedYes

Bibliographical note

Generated from Scopus record by KAUST IRTS on 2023-02-14

ASJC Scopus subject areas

  • General Chemistry
  • Catalysis

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