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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| Format: | Article |
| Language: | English |
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MDPI AG
2022-11-01
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| Series: | Chemistry Proceedings |
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| Online Access: | https://www.mdpi.com/2673-4583/12/1/47 |
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| author | Alevtina L. Makhamatkhanova Tatyana V. Tyumkina Usein M. Dzhemilev |
| author_facet | Alevtina L. Makhamatkhanova Tatyana V. Tyumkina Usein M. Dzhemilev |
| author_sort | Alevtina L. Makhamatkhanova |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-03-11T02:37:58Z |
| format | Article |
| id | doaj.art-78b46b86e0fb4f0bab37d2362ceb6262 |
| institution | Directory Open Access Journal |
| issn | 2673-4583 |
| language | English |
| last_indexed | 2024-03-11T02:37:58Z |
| publishDate | 2022-11-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Chemistry Proceedings |
| spelling | doaj.art-78b46b86e0fb4f0bab37d2362ceb62622023-11-18T09:48:14ZengMDPI AGChemistry Proceedings2673-45832022-11-011214710.3390/ecsoc-26-13637Approach to the Synthesis of Five-Membered Organophosphorus Compounds via Alumoles and AlumolanesAlevtina L. Makhamatkhanova0Tatyana V. Tyumkina1Usein M. Dzhemilev2Institute of Petrochemistry and Catalysis, Ufa Federal Research Center, Russian Academy of Sciences, 141 Prospekt Oktyabrya, Ufa 450075, RussiaInstitute of Petrochemistry and Catalysis, Ufa Federal Research Center, Russian Academy of Sciences, 141 Prospekt Oktyabrya, Ufa 450075, RussiaN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospekt, 47, Moscow 119991, RussiaThis 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.https://www.mdpi.com/2673-4583/12/1/47phospholanesphospholesalumolanealumolecycloaluminationzirconocene dichloride |
| spellingShingle | Alevtina L. Makhamatkhanova Tatyana V. Tyumkina Usein M. Dzhemilev Approach to the Synthesis of Five-Membered Organophosphorus Compounds via Alumoles and Alumolanes Chemistry Proceedings phospholanes phospholes alumolane alumole cycloalumination zirconocene dichloride |
| title | Approach to the Synthesis of Five-Membered Organophosphorus Compounds via Alumoles and Alumolanes |
| title_full | Approach to the Synthesis of Five-Membered Organophosphorus Compounds via Alumoles and Alumolanes |
| title_fullStr | Approach to the Synthesis of Five-Membered Organophosphorus Compounds via Alumoles and Alumolanes |
| title_full_unstemmed | Approach to the Synthesis of Five-Membered Organophosphorus Compounds via Alumoles and Alumolanes |
| title_short | Approach to the Synthesis of Five-Membered Organophosphorus Compounds via Alumoles and Alumolanes |
| title_sort | approach to the synthesis of five membered organophosphorus compounds via alumoles and alumolanes |
| topic | phospholanes phospholes alumolane alumole cycloalumination zirconocene dichloride |
| url | https://www.mdpi.com/2673-4583/12/1/47 |
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