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Updated: Jan 26, 2026

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Published on: July 28, 2022
Titanocene-catalyzed regioselective alkylation of styrenes with grignard reagents using beta-bromoethyl ethers,
Jun Terao1, Yuichiro Kato, Nobuaki Kambe
1Science and Technology Centre for Atoms, Molecules and Ions Control, Graduate School of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka 565-0871, Japan. terao@chem.eng.osaka-u.ac.jp
Abstract:
Regioselective double alkylation of styrenes with alkyl Grignard reagents and alkyl bromides having a heteroatom functional group at the beta-position has been achieved by the use of a titanocene catalyst in THF. When ether was used instead of THF as a solvent, monoalkylation by substitution of a vinylic hydrogen atom with an alkyl group proceeded under similar conditions. These reactions involve the addition of alkyl radicals to styrenes to form benzylic radical intermediates.
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