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Approach to the synthesis of five-membered organophosphorus compounds through alumoles and alumolanes
* 1 , 1 , 2
1  Institute of Petrochemistry and Catalysis, Ufa Federal Research Center, Russian Academy of Sciences
2  N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Academic Editor: Julio A. Seijas


This work summarizes the results of a new approach to the synthesis of previously undescribed, hard-to-obtained five-membered cyclic organophosphorus compounds - 3-alkyl(aryl)-substituted phospholanes, α,ω-bisphospholanes, polycyclic phospholanes, 4,5-dialkyl(diaryl)-disubstituted 2,3-dihydrophospholes, as well as their oxides and sulfides. Alumolеs and alumolanes synthesized by the reaction of cycloalumination of available unsaturated compounds (terminal alkenes, α,ω-alkadienes, norbornene derivatives, symmetrical internal alkynes) with Et3Al in the presence of a Cp2ZrCl2 catalyst were used as precursors. The substitution of aluminum atoms in cyclic organoaluminum compounds for phosphorus atoms takes place using alkyl(aryl)phosphorus (III) dichlorides. The developed one-pot method of gives the products in high yields under mild conditions.

Keywords: phospholanes; phospholes; alumolane; alumole; cycloalumination; zirconocene dichloride; metal complex catalysis.