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Synthesis of biomimetic light-driven molecular switches via a cyclopropyl ring-opening/nitrilium ion ring-closing tandem reaction
Authors:Vinicio Zanirato  Gian P Pollini  Filippo Valente  Stefania Fusi  Massimo Olivucci
Institution:a Dipartimento di Scienze Farmaceutiche, Università di Ferrara, Via Fossato di Mortara 17-19, I-44100 Ferrara, Italy
b Dipartimento di Chimica, Università di Siena, Via Aldo Moro 2, I-53100 Siena, Italy
c Chemistry Department, Bowling Green State University, Bowling Green, 43403 OH, USA
Abstract:A cyclopropyl ring-opening/nitrilium ion ring-closing tandem reaction has been conveniently used in an expeditious synthetic approach to light-driven Z/E molecular switches featuring an imine function conjugated to olefin groups that mimics natural protonated Schiff bases.
Keywords:Light-driven molecular switches  Tandem reaction  Nitrilium ion cyclization  Cyclopropylcarbinyl cation
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