A triphenylphosphine mediated photo-rearrangement and methanol addition of aryl chalcones to 1-propanones

Sun, Qiu and Yao, Chang Jiang and Koenig, Burkhard (2015) A triphenylphosphine mediated photo-rearrangement and methanol addition of aryl chalcones to 1-propanones. PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 14 (5). pp. 948-952. ISSN 1474-905X, 1474-9092

Full text not available from this repository. (Request a copy)

Abstract

Aryl chalcones rearrange and add methanol to give substituted propane-1-ones upon UV-A irradiation in the presence of PPh3. We propose two possible mechanisms for this photo-rearrangement. The reaction involves either the formation of a phosphine-carbonyl intermediate, nucleophilic addition of MeOH and 1,2-aryl migration or the formation of ylide and carbene intermediates. The intermediates trapped from the reaction mixture support the first mechanistic hypothesis.

Item Type: Article
Uncontrolled Keywords: PHENYL ALKYL KETONES; VISIBLE-LIGHT PHOTOCATALYSIS; PHOTOCHEMISTRY; CYCLOADDITIONS; CATALYSIS; BIRADICALS; ENONES;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 31 Jul 2019 08:39
Last Modified: 31 Jul 2019 08:39
URI: https://pred.uni-regensburg.de/id/eprint/6246

Actions (login required)

View Item View Item