Email this article Aluminum carbenoids in the cyclopropanation of fulvenes
- Authors: Ramazanov I.R.1, Yaroslavova A.V.1, Yaubasarov N.R.1, Dzhemilev U.M.1
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Affiliations:
- Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences
- Issue: Vol 67, No 3 (2018)
- Pages: 479-484
- Section: Full Articles
- URL: https://journals.rcsi.science/1066-5285/article/view/242309
- DOI: https://doi.org/10.1007/s11172-018-2096-5
- ID: 242309
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Abstract
Aluminum carbenoid Et2AlCH2I reacts with 6-substituted fulvenes to give tricyclopropanes in high yields. Calculations at the B3LYP/6-31G(d) level of theory show that coplanar arrangement of the double bonds facilitates cyclopropanation due to conjugation in the transition state. Aluminum carbenoid Et2AlCH2I was generated by either the reaction of equimolar amounts of Et3Al and CH2I2 in hexane or treatment of Et2AlI with CH2N2 in dichloromethane.
About the authors
I. R. Ramazanov
Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences
Author for correspondence.
Email: ilfir.ramazanov@gmail.com
Russian Federation, 141 prosp. Oktyabrya, Ufa, 450075
A. V. Yaroslavova
Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences
Email: ilfir.ramazanov@gmail.com
Russian Federation, 141 prosp. Oktyabrya, Ufa, 450075
N. R. Yaubasarov
Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences
Email: ilfir.ramazanov@gmail.com
Russian Federation, 141 prosp. Oktyabrya, Ufa, 450075
U. M. Dzhemilev
Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences
Email: ilfir.ramazanov@gmail.com
Russian Federation, 141 prosp. Oktyabrya, Ufa, 450075
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