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One-Pot Synthesis of a Mono-O,B,N-strapped BODIPY Derivative Displaying Bright Fluorescence in the Solid State

Lookup NU author(s): Dr Dumitru Sirbu, Professor Andrew BennistonORCiD, Emeritus Professor Anthony Harriman

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Abstract

© 2017 American Chemical Society. Tin(IV) catalysis allows isolation of a boron dipyrromethene derivative bearing a solitary strap around the boron center. The conditions favor internal cyclization without contamination by side products and provide high yields of product in good purity. A phenolate-based strap imposes chirality and causes geometrical distortion of the dipyrrin. Relatively strong fluorescence is observed for single crystals, evaporated films, and adsorbed layers. Single-crystal absorption and emission spectra resemble those observed from solution with contributions from a dimer.

Publication metadata

Author(s): Sirbu D, Benniston AC, Harriman A

Publication type: Article

Publication status: Published

Journal: Organic Letters

Year: 2017

Volume: 19

Issue: 7

Pages: 1626-1629

Print publication date: 07/04/2017

Online publication date: 20/03/2017

Acceptance date: 13/02/2017

ISSN (print): 1523-7060

ISSN (electronic): 1523-7052

Publisher: American Chemical Society

URL: https://doi.org/10.1021/acs.orglett.7b00435

DOI: 10.1021/acs.orglett.7b00435

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