کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
25999 | 43926 | 2016 | 6 صفحه PDF | دانلود رایگان |
• Unprecedented photocycloaddition to the 10,10a-positions of phenanthrene occurs.
• High-yield synthesis of novel eight membered ring compounds is achieved.
• Donor-acceptor effects govern the structures of singlet intramolecular exciplexes.
Intramolecular photocycloaddition reactions of styrene linked 9-cyanophenanthrenes led to formation of C-9 C-10 [2+2] cycloadducts which underwent cycloreversion under the prolonged irradiation conditions to regenerate the starting substrates. Unusual 8-membered ring products were irreversibly formed in these processes. Product distributions were governed by substituent controlled, donor-acceptor interactions that direct generation of two intramolecular singlet exciplexes, which serve as intermediates in the pathways to formation of 9,10- and 10,10a-[2+2] adducts.
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Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 329, 1 October 2016, Pages 232–237