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1,4,2-Diazaphospholidine-3,5-diones and Related Compounds: A Lecture on Unpredictability in Catalysis

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Abstract

Whereas 1-organyl-phospholanes and 1-organyl-2,3-dihydro-1H-phospholes catalyze isocyanate oligomerization, the reaction of isocyanates with 1-organyl-2,5-dihydro-1H-phospholes results in the formation of 1,3-dienes and a novel class of P-heterocycles, 1,4,2-diazaphospholidine-3,5-diones. Isothiocyanates and carbodiimides exhibit analogous behavior. The resultant species readily form P-oxides, P-sulfides (see picture), and quaternary onium salts.

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