SYNTHESIS AND CRYSTAL STRUCTURE OF THERMOCHROIC 2,6-DI-TERT-BUTYL-4-DIMETHYLAMINO-4-(2-HYDROXYPHENYL)CYCLOHEXADIEN-2,5-ONE

DOI: 10.1007/BF01172259

Source and publish data:

Bulletin of the Academy of Sciences of the USSR Division of Chemical Science p. 1600 - 1604 (1991)

Update date:2022-08-16

Topics:

Authors:

Aldoshin, S. M.

Filipenko, O. S.

Novozhilova, M. A.

Atovmyan, L. O.

Komissarov, V. N.

Ukhin, L. Yu.

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Article abstract of DOI:10.1007/BF01172259

The compound 2,6-di-tert-butyl-4-dimethylamino-4-(2-hydroxyphenyl)cyclohexadien-2,5-one is synthesized and its structure is studied.The thermochromism of the compound is due to cleavage on excitation of the C_spiro-N bond, which is lengthened to 1.512 Angstroem under normal conditions, and O <*> N proton transfer.A deeply colored diphenoquinone and dimethylamine are formed.The C_spiro-N bond is lengthened due to mutual steric repulsion of the atoms bound to C⁴ and N.

Full text of DOI:10.1007/BF01172259

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