Synthesis and structure of heterocyclic derivatives of pyran-2-ones based on the dimer of 4,6-di(<Emphasis Type="Italic">tert</Emphasis>-butyl)-3-hydroxy-1,2-benzoquinone |
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Authors: | Yu A Sayapin Zyong Ngia Bang V N Komissarov I V Dorogan V V Tkachev G V Shilov S M Aldoshin V I Minkin |
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Institution: | 1.Institute of Physical and Organic Chemistry at the Southern Federal University,Rostov-on-Don,Russia;2.Institute of Problems of Chemical Physics,Russian Academy of Sciences,Chernogolovka, Moscow oblast,Russia;3.Southern Scientific Center,Russian Academy of Sciences,Rostov-on-Don,Russia |
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Abstract: | Acid-catalyzed reaction of 6,10a-dihydroxy-3,4a,7,9-tetra(tert-butyl)-1,2,4a,10a-tetrahydrodibenzo-b,e]1,4]dioxine-1,2-dione with 2-methylquinoline derivatives led to the formation of a previously unknown system 6-(Z)-2-(quinolin-2-yl)-1-hydroxyethen-1-yl]pyran-2-one. The molecular structure of 3,5-di(tert-butyl)-6-(Z)-2-(7,8-dimethyl-4-chloroquinolin-2-yl)-1-hydroxyvinyl]pyran-2-one was established by XRD method; the energy and structural
characteristics of its isomers in the gas phase and in a polar solvent were calculated by quantumchemical methods (B3LYP/6-31G**). |
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