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Electrocyclization of Phosphahexatrienes: An Approach to λ5-Phosphinines

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journal contribution
posted on 05.08.2011, 00:00 by Yurii V. Svyaschenko, Bogdan B. Barnych, Dmitriy M. Volochnyuk, Nadiya V. Shevchuk, Aleksandr N. Kostyuk
We experimentally verified an assumption that the substitution of a carbon atom with a pentavalent phosphorus atom in 1-alkoxy (dialkylamino) hexatrienes will not hamper its ability to electrocyclize. A series of 1-, 3-, and 5-phosphahexatrienes were synthesized. It was shown that parent λ5-phosphinines could be synthesized by electrocyclization of the 3- and 5-phosphahexatrienes. The resultant electrocyclization is a convenient method for the synthesis of parent λ5-phosphinines bearing different substituents on the phosphorus atom.