Hyperconjugation effect on fluorescence enhancement of biomimic disulfide substituted spirooxazine

Shaoyin Zhu; Minjie Li; Yumo Zhang; Sicheng Tang; Jin Yang; Yi Wang; Lin Sun; Lan Sheng; Bing Yang; Sean Xiao-An Zhang

doi:10.1039/C3RA41487F

Hyperconjugation effect on fluorescence enhancement of biomimic disulfide substituted spirooxazine†

Shaoyin Zhu,^ab Minjie Li,*^b Yumo Zhang,^b Sicheng Tang,^b Jin Yang,^c Yi Wang,^b Lin Sun,^b Lan Sheng,^b Bing Yang^b and Sean Xiao-An Zhang*^b

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* Corresponding authors

^a State Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of Technology, Dalian, China

^b State Key Lab of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun 130012, China
E-mail: liminjie@jlu.edu.cn, seanzhang@jlu.edu.cn
Tel: +86-0431-85153811

^c Key Lab of Polyoxometalate Science, Department of Chemistry, Northeast Normal University, Changchun 130024, China

Abstract

A remarkable 8-fold enhancement of fluorescence quantum efficiency was obtained for a novel spirooxazine with a disulfide substituent. X-ray analysis on the single crystal structure and quantum chemical calculations helped to confirm that the enhancement came from a spatial hyperconjugation between the disulfide unit with the charged conjugation bone of the molecule.

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Hyperconjugation effect on fluorescence enhancement of biomimic disulfide substituted spirooxazine†

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Hyperconjugation effect on fluorescence enhancement of biomimic disulfide substituted spirooxazine

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