Photoisomerization of quinolin-2-yl derivatives of β-tropolone View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2006-03

AUTHORS

N. I. Makarova, A. V. Metelitsa, S. O. Bezuglyi, Yu. A. Sayapin, V. N. Komissarov, A. G. Starikov, M. S. Korobov, G. S. Borodkin, Z. A. Starikova, M. Yu. Antipin, V. I. Minkin

ABSTRACT

Photolysis of hexane solutions of quinolin-2-yl-β-tropolones is accompanied by the photo-induced proton transfer O-H...N → O...H-N followed by the disrotatory electrocyclic rearrangement giving rise to 3-(1H-quinolin-2-ylidene)bicyclo[3.2.0]hept-6-ene-2,4-dione derivatives. The molecular and crystal structure of one of the compounds isolated preparatively, viz., 1,6-di(tert-butyl)-3-(4-chloro-8-methyl-1H-quinolin-2-ylidene)bicyclo[3.2.0]hept-6-ene-2,4-dione, was established by X-ray diffraction. The structures, tautomeric transformations, and the structural dynamics of the resulting compounds were studied by ab initio quantum chemical methods, absorption and fluorescence spectroscopy, and dynamic NMR spectroscopy. More... »

PAGES

484-491

References to SciGraph publications

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s11172-006-0281-4

DOI

http://dx.doi.org/10.1007/s11172-006-0281-4

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1051574862


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