EventsThe 26th International Electronic Conference on Synthetic Organic Chemistry
Published
This submission belongs to the session S1. General Organic Synthesis of the event The 26th International Electronic Conference on Synthetic Organic Chemistry
Published date
16 Nov, 2022
Academic Editor
author-avatarJulio A. Seijas
Citation
Alevtina Makhamatkhanova, Tatyana Viktorovna Tyumkina, Usein M Dzhemilev, Approach to the synthesis of five-membered organophosphorus compounds through alumoles and alumolanes, in Proceedings of The 26th International Electronic Conference on Synthetic Organic Chemistry, 15 November–30 November 2022, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-26-13637
Share
Email
Facebook
Twitter
LinkedIn

Approach to the synthesis of five-membered organophosphorus compounds through alumoles and alumolanes

1. Institute of Petrochemistry and Catalysis, Ufa Federal Research Center, Russian Academy of Sciences, Russia
2. Institute of Petrochemistry and Catalysis, Ufa Federal Research Center, Russian Academy of Sciences
3. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Abstract

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.
Manuscript
A new hybrid molecules based on (5Z,9Z)-icosa-5,9-dienoic acid and monocarbonyl derivatives of curcuminoids
Designing a phosphino-thiosemicarbazone ligand capable to stabilize coinage metal ions.