Synthesis and Physical Chemistry of s-Tetrazines: Which Ones are Fluorescent and Why?

✍ Scribed by Yong-Hua Gong; Fabien Miomandre; Rachel Méallet-Renault; Sophie Badré; Laurent Galmiche; Jie Tang; Pierre Audebert; Gilles Clavier

• Book ID: 102173385
• Publisher: John Wiley and Sons
• Year: 2009
• Tongue: English
• Weight: 324 KB
• Volume: 2009
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.200900964

✦ Synopsis

Abstract

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. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)