Approach to the Synthesis of Five-Membered Organophosphorus Compounds via Alumoles and Alumolanes

This work summarizes the results of a new approach to the synthesis of previously undescribed, hard-to-obtain five-membered cyclic organophosphorus compounds: 3-alkyl(aryl)-substituted phospholanes, α,ω-bisphospholanes, polycyclic phospholanes, 4,5-dialkyl(diaryl)-disubstituted 2,3-dihydrophospholes...

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Bibliographic Details
Main Authors: Alevtina L. Makhamatkhanova, Tatyana V. Tyumkina, Usein M. Dzhemilev
Format: Article
Language:English
Published: MDPI AG 2022-11-01
Series:Chemistry Proceedings
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Online Access:https://www.mdpi.com/2673-4583/12/1/47
Description
Summary:This work summarizes the results of a new approach to the synthesis of previously undescribed, hard-to-obtain 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. Alumoles and alumolanes synthesized by the reaction of cycloalumination of available unsaturated compounds (terminal alkenes, α,ω-alkadienes, norbornene derivatives, symmetrical internal alkynes) with Et<sub>3</sub>Al in the presence of a Cp<sub>2</sub>ZrCl<sub>2</sub> 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 gives high yields of products under mild conditions.
ISSN:2673-4583