Selective Formation of Internal Olefinic Trimer of α-Methylstyrenes with HI Gas and Ketones | Zendy

Shoji Matsumoto | Zendy; Takehisa Oseki | Zendy; Motohiro Akazome | Zendy; Yasuhiko Otani | Zendy

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Selective Formation of Internal Olefinic Trimer of α-Methylstyrenes with HI Gas and Ketones

Author(s) -

Shoji Matsumoto,

Takehisa Oseki,

Motohiro Akazome,

Yasuhiko Otani

Publication year - 2018

Publication title -

acs omega

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.779

H-Index - 40

ISSN - 2470-1343

DOI - 10.1021/acsomega.8b03168

Subject(s) - trimer , indane , chemistry , ketone , cyclohexanone , propane , product (mathematics) , protonation , stereochemistry , medicinal chemistry , photochemistry , computational chemistry , organic chemistry , catalysis , dimer , ion , geometry , mathematics

Reaction of α-methylstyrene in the presence of HI gas and methyl p -tolyl ketone selectively resulted in an internal olefinic trimer. We revealed that the ketones with the stabilization of the protonated state were efficient to give the corresponding trimers, whereas the other ketones gave the usual indane compound. From the investigation for the mechanistic path, we found that the trimer is a kinetic product and that indane is a thermodynamic product.

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