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Axially Chiral BODIPYs

Lookup NU author(s): Tom Winstanley, Dr Karen Haggerty, Dr Corinne Wills, Professor William Clegg, Dr Ross Harrington, Professor Andrew Benniston, Dr Michael HallORCiD

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Abstract

The synthesis and resolution of a class of chiral organic fluorophores, axially chiral 4,4-difluoro-4-bora-3a,4a-diaza-s-indacenes (Ax*-BODIPY), is described. Ax*-BODIPYs were prepared through a modular synthesis combined with a late stage Heck functionalisation. Resolution was achieved by preparative chiral HPLC. Absolute stereochemical assignment was performed by comparison of experimental ECD spectra with TD-DFT calculations.

Publication metadata

Author(s): Lerrick RI, Winstanley TPL, Haggerty K, Wills C, Clegg W, Harrington RW, Bultinck P, Herrebout W, Benniston AC, Hall MJ

Publication type: Article

Publication status: Published

Journal: Chemical Communications

Year: 2014

Volume: 50

Issue: 36

Pages: 4714-4716

Print publication date: 11/05/2014

Online publication date: 19/03/2014

Acceptance date: 18/03/2014

Date deposited: 20/02/2015

ISSN (print): 1359-7345

ISSN (electronic): 1364-548X

Publisher: R S C Publications

URL: http://dx.doi.org/10.1039/C4CC00851K

DOI: 10.1039/C4CC00851K

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