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

ABSTRACT: Reaction of ?-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.

SUBMITTER: Matsumoto S

PROVIDER: S-EPMC6644118 | biostudies-literature | 2018 Dec

REPOSITORIES: biostudies-literature

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

Matsumoto Shoji S Oseki Takehisa T Akazome Motohiro M Otani Yasuhiko Y

ACS omega 20181220 12

Reaction of α-methylstyrene in the presence of HI gas and methyl <i>p</i>-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. ...[more]

PMID: 31458385

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