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Published copy (DOI)

10.1039/c4ob02081b

Author(s)

Sara De Ornellas
John M. Slattery
Robert M. Edkins
Andrew Beeby
Christoph G. Baumann
Ian J. S. Fairlamb

Department/unit(s)

Publication details

Journal	Organic and Biomolecular Chemistry
Date	E-pub ahead of print - 10 Nov 2014
Date	Published (current) - 7 Jan 2015
Issue number	1
Volume	13
Number of pages	5
Pages (from-to)	68-72
Early online date	10/11/14
Original language	English

Abstract

C-modified 7-deazaadenosines containing a diphenylacetylene moiety have been synthesised using cross-coupling approaches. The C-modified nucleosides exhibit remarkable fluorescence properties, including high quantum yields. Solvatochromic studies show a near linear correlation between the Stokes shift and solvent polarity which is indicative of intramolecular charge transfer. DFT calculations have allowed us to correlate the experimentally observed photophysical properties with the calculated HOMO-LUMO energy gaps within a series of real and model compounds. This journal is

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