American Chemical Society
ol0700153_si_001.pdf (2.64 MB)

Photoactive Barbiturate Receptors:  An Ultimate Lock-and-Key System in Which the Key Unlocks the Lock

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journal contribution
posted on 2007-03-15, 00:00 authored by Suman Lakkakula, Oleg D. Mitkin, Roman A. Valiulin, Andrei G. Kutateladze
Conditional photofragmentation is achieved with binary systems incorporating the isophthaloyl bis-aminopyridine barbiturate recognition motif and dithiane- or trithiane-based photolabile modules, which cleave only in the presence of an external sensitizer. The components of the host−guest molecular recognition pair were each outfitted with either the sensitizer or the photocleavable module. In these pairs, photoinduced fragmentation is contingent on a molecular recognition event, which brings the sensitizer into the immediate proximity of the photolabile latch.