Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2009, Issue 35, Pages 6121-6128Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200900964
Keywords
Nitrogen heterocycles; Fluorescence; Electrochemistry; Ab initio calculations; Frontier orbitals
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New fluorescent tetrazines have been prepared and their electrochemistry and fluorescence efficiency evaluated. The occurrence of fluorescence as well as the wavelength were found to be strongly dependent on the substituents, which have to be electronegative heteroatoms. This has been rationalized through a computational study that showed that the crucial factor is the nature of the HOMO, which determines the existence or not of fluorescence. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
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