141247-91-8Relevant articles and documents
Photogeneration of the Xanthyl Cation: β-Cleavage from Excited State Ketones
Clifton, Mary Frances,Fenick, David J.,Gasper, Susan M.,Falvey, Daniel E.,Boyd, Mary K.
, p. 8023 - 8029 (1994)
Irradiation of 9-xanthylacetone or 9-xanthylacetophenone in dilute acidic aqueous solution results in facile formation of the xanthyl cation.This cation photogeneration is not subject to acid catalysis over the acid range of 5-30percent H2SO4.In contrast, the thermal reaction requires considerably stronger acidic media, and its rate shows a strong dependence on acid concentration.Laser flash photolysis studies demonstrate that the excited-state mechanism proceeds through an initial homolytic carbon-carbon β-bond cleavage to generate the xanthyl radical.The xanthyl cation is produced from the xanthyl radical in a subsequent step, with oxygen acting as the oxidizing agent.The intermediacy of the xanthyl radical in the mechanism is also supported by the isolation of the radical coupling product bixanthyl from preparative irradiations.Triplet sensitization and quenching experiments demonstrate that the reaction proceeds through an excited triplet state of the ketone substrates.
Method for catalyzing CDC (cross dehydrogenative coupling) reaction with sulfonic acid funtionalized MOF (metal-organic framework)material
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Paragraph 0067; 0068; 0069; 0700; 0071; 0072; 0073; 0074, (2017/10/22)
The invention discloses a method for catalyzing a CDC (cross dehydrogenative coupling) reaction with a sulfonic acid funtionalized MOF (metal-organic framework) material. The method comprises steps as follows: the CDC reaction is performed by utilizinga c
Manganese(III)-Mediated Carbon-Carbon Bond Formation in the Reaction of Xanthenes with Active Methylene Compounds
Nishino, Hiroshi,Kamachi, Hironori,Baba, Harumi,Kurosawa, Kazu
, p. 3551 - 3557 (2007/10/02)
Oxidation of xanthenes with manganese(III) acetate in the presence of active methylene compounds such as 1,3-dicarbonyl compounds, malononitrile derivatives, acetone, and nitromethane selectively gives 9-substituted xanthene derivatives in good yields.A similar oxidation of thioxanthene also yields 2-(9-thioxanthenyl)-1,3-dicarbonyl compounds in 57-91 percent yields.The obtained 2-(9-xanthenyl)-1,3-dicarbonyl compounds are readily converted to 2-(9-xanthenylidene)-1,3-dicarbonyl derivatives using manganese(III) complexes or 2,3-dichloro-5,6-dicyano-1,4-benzoquinone.The mechanisms for the formation of 9-substituted xanthenes are discussed on the basis of the reaction intermediates, the electron-donating substituent effect on the xanthene ring system, effect of additives, and comparison with a reaction of radical-trapping reagents.