Catalytic “active-metal” template synthesis of [2] rotaxanes,[3] rotaxanes, and molecular shuttles, and some observations on the mechanism of the Cu (I)-catalyzed …

…, AMZ Slawin, A Viterisi, DB Walker

Index: Fuller, Anne-Marie L.; Leigh, David A.; Lusby, Paul J.; Slawin, Alexandra M. Z.; Walker, D. Barney Journal of the American Chemical Society, 2005 , vol. 127, # 36 p. 12612 - 12619

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Citation Number: 183

Abstract

A synthetic approach to rotaxane architectures is described in which metal atoms catalyze covalent bond formation while simultaneously acting as the template for the assembly of the mechanically interlocked structure. This “active-metal” template strategy is exemplified using the Huisgen-Meldal-Fokin Cu (I)-catalyzed 1, 3-cycloaddition of azides with terminal alkynes (the CuAAC “click” reaction). Coordination of Cu (I) to an endotopic pyridine-containing ...