Synthesis and reactivity of enediyne–nucleobase hybrids: effect of intramolecular π-stacking

S Roy, SS Bag, A Basak

Index: Roy, Snigdha; Bag, Subhendu Sekhar; Basak, Amit Tetrahedron, 2012 , vol. 68, # 41 p. 8600 - 8611

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Citation Number: 5

Abstract

Three distinct classes of nucleobase-containing enediynes 1–9 with varying nature of the linker have been synthesized to explore the effect of π-stacking interaction in accelerating the rate of Bergman cyclization (BC). Chemical reactivity study, both experimental and computations demonstrated the important role that aromatic π-stacking interactions between the appended nucleobases within an enediyne frame play in lowering the activation ...