A Bistable Molecular Switch Driven by Photoinduced Hydrogen-Atom Transfer

作者：Lapinski Leszek; Nowak Maciej J; Nowacki Jacek; Rode Michat F; Sobolewski Andrzej L^*

来源：ChemPhysChem, 2009, 10(13): 2290-2295.

DOI：10.1002/cphc.200900190

• ab initio calculations
• hydrogen transfer
• matrix isolation
• molecular devices
• tautomerism

The occurrence of photoinduced hydrogen atom transfer be tween two remote spots of a molecule is experimentally demonstrated. This photoprocess involves the intermediacy of an intramolecular "crane". In an experimental case study, 7-hydroxy-4-methylquinoline-8-carbaldehyde monomers isolated in low-temperature At matrices are investigated. On UV (lambda > 295 nm) irradiation, a hydrogen atom is transferred from the O(7)H group to the N(1) atom of the quinoline ring. Subsequent irradiation with UV (lambda > 360 nm) light reveals that the photo-transformation is partially photoreversible. In the studied hydrogen-atom-transfer process, the exocyclic carbaldehyde group plays the role of an intramolecular crane. The possible application of systems analogous to 7-hydroxy-4-methylquinoline-8-carbaldehyde as optically driven molecular switches is discussed.

• 出版日期2009-9-9