Abstract
Abstract The photochemical reaction of 3,3-dimethyl-1,2-indanedione (DMID) with xanthene was investigated in detail. The products are 1-hydroxy-3,3-dimethyl-1-(9-xanthenyl)-2-indanone (3a) (49%), 2-hydroxy-3,3-dimethyl-1-indanone (13%), 1,1′-dihydroxy-3,3,3′,3′-tetramethyl-1,1′-biindan-2,2′-dione (5a) (23%), and 9,9′-bixanthenyl (6) (49%). The reaction proceeds via hydrogen abstraction by 3(nπ)* of DMID leading to triplet radical pair composed of its semidione radical and 9-xanthenyl radical. The product 3a is a combination product from the radical pair, while 5a and 6 are escaping products from it. The hydrogen abstraction occurs at C-1 carbonyl group of DMID in a fairly efficient quantum yield (Φ=0.71). Behavior of the DMID semidione radical is rather resemble those of open-chain semidione radicals than those of sterically hindered semidione radicals.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
