FACE-selective fluorogenic cycloaddition reaction between coumarin azides and sugar terminal alkynes: an experimental and computational study

Rajaganesh, Ramanathan ; Ravinder, Pawar ; Subramanian, Venkatesan ; Mohan Das, Thangamuthu (2011) FACE-selective fluorogenic cycloaddition reaction between coumarin azides and sugar terminal alkynes: an experimental and computational study Carbohydrate Research, 346 (15). pp. 2327-2336. ISSN 0008-6215

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.carres.2011.07.024

Abstract

Copper catalyzed azide–alkyne cycloaddition reaction (CuAAC) of non-fluorescent coumarin azides and sugar terminal alkynes afforded intense fluorescent 1,2,3-triazoles in 75–85% of yield. The photophysical properties of coumarin–sugar triazoles influenced greatly, upon introducing different substituents at 6th and 7th positions. The experimental observations were further supported by TD-DFT computational studies.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Protected Sugars; O-Glycosides; Coumarin; Triazole; Click Chemistry; Fluorescence
ID Code:107268
Deposited On:01 Dec 2017 12:32
Last Modified:01 Dec 2017 12:32

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