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Single versus double proton transfer in the photochromic Schiff bases. Electronic spectroscopy and synthesis of model compounds

✍ Scribed by Krzysztof Kownacki; u̵kasz Kaczmarek; Anna Grabowska


Publisher
Elsevier Science
Year
1993
Tongue
English
Weight
566 KB
Volume
210
Category
Article
ISSN
0009-2614

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✦ Synopsis


Symmetric, photochromic Schiffbases were studied. Their photophysics, experimental and calculated dipole moments (molecular mechanics and INDO/S) were compared with model compounds representing "one half" of the parent molecule. The photochromic transients were identified as monoketotautomers of a zwitterionic character -products of a one-proton transfer reaction along the internal H bond. It was found unexpectedly that the same molecule in the So state reveals a strong tendency to remain symmetric, opposite to its behaviour on the S, level.