engleski

Photochemistry of beta-(condensed 2-furyl)-o-divinylbenzenes ; the influence of annelation on the reaction course

As an extension of our interest in the photochemical behavior of heteroaryl-substituted o-divinylbenzenes, we investigated the photochemistry of annelated furan derivatives. While beta-(2-furyl)- and beta-(2-benzofuryl)-o-divinylbenzene undergo intramolecular cycloaddition to bicyclo[3.2.1]octadiene derivatives, beta-naphthofuryl-o-divinylbenzenes give, besides cis-trans-isomerization, only traces of dimeric products. Cyclization products are formed in all experiments. The structure determination of the products as well as the mechanism of the reaction are discussed.

photochemistry; heteroaryl substituted o-divinylbenzene; beta-(2-furyl)-o-divinylbenzene; beta-(2-benzofuryl)-o-divinylbenzene; beta-naphthofuryl-o-divinylbenzene

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