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

R Rajaganesh, P Ravinder, V Subramanian…

Index: Rajaganesh, Ramanathan; Ravinder, Pawar; Subramanian, Venkatesan; Mohan Das, Thangamuthu Carbohydrate Research, 2011 , vol. 346, # 15 p. 2327 - 2336

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Citation Number: 11

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.