Kinetics and mechanism of addition and cyclialkylation reactions of ω-arylakenes with trifluoroacetic acid

Timothy J. Mason; Richard O.C. Norman

doi:10.1039/P29730001840

Kinetics and mechanism of addition and cyclialkylation reactions of ω-arylakenes with trifluoroacetic acid

Timothy J. Mason, Richard O.C. Norman

University of York

Research output: Contribution to journal › Article › peer-review

12 Citations (Scopus)

Abstract

The rate constants for the reactions with trifluoroacetic acid of oct-1-ene, 4-phenylbut-1-ene, 5-phenylpent-1-ene and four ring-substituted derivatives, and 6-phenylhex-1-ene have been measured at 25°. The products are trifluoroacetate esters, the formation of some which involves rearrangement, and in some cases tetralines. There is evidence for anchimeric assistance in the reaction of 5-phenylpent-1-ene, and its nature is discussed in the light of the results for its derivatives.

Original language	English
Pages (from-to)	1840-1844
Number of pages	5
Journal	Journal of the Chemical Society, Perkin Transactions 2
Issue number	14
DOIs	https://doi.org/10.1039/P29730001840
Publication status	Published - 1973
Externally published	Yes

ASJC Scopus subject areas

General Chemistry

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title = "Kinetics and mechanism of addition and cyclialkylation reactions of ω-arylakenes with trifluoroacetic acid",

abstract = "The rate constants for the reactions with trifluoroacetic acid of oct-1-ene, 4-phenylbut-1-ene, 5-phenylpent-1-ene and four ring-substituted derivatives, and 6-phenylhex-1-ene have been measured at 25°. The products are trifluoroacetate esters, the formation of some which involves rearrangement, and in some cases tetralines. There is evidence for anchimeric assistance in the reaction of 5-phenylpent-1-ene, and its nature is discussed in the light of the results for its derivatives.",

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journal = "Journal of the Chemical Society, Perkin Transactions 2",

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AU - Mason, Timothy J.

AU - Norman, Richard O.C.

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N2 - The rate constants for the reactions with trifluoroacetic acid of oct-1-ene, 4-phenylbut-1-ene, 5-phenylpent-1-ene and four ring-substituted derivatives, and 6-phenylhex-1-ene have been measured at 25°. The products are trifluoroacetate esters, the formation of some which involves rearrangement, and in some cases tetralines. There is evidence for anchimeric assistance in the reaction of 5-phenylpent-1-ene, and its nature is discussed in the light of the results for its derivatives.

AB - The rate constants for the reactions with trifluoroacetic acid of oct-1-ene, 4-phenylbut-1-ene, 5-phenylpent-1-ene and four ring-substituted derivatives, and 6-phenylhex-1-ene have been measured at 25°. The products are trifluoroacetate esters, the formation of some which involves rearrangement, and in some cases tetralines. There is evidence for anchimeric assistance in the reaction of 5-phenylpent-1-ene, and its nature is discussed in the light of the results for its derivatives.

UR - https://www.scopus.com/pages/publications/0343696944

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DO - 10.1039/P29730001840

M3 - Article

AN - SCOPUS:0343696944

SN - 1470-1820

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JO - Journal of the Chemical Society, Perkin Transactions 2

JF - Journal of the Chemical Society, Perkin Transactions 2

IS - 14

ER -

Kinetics and mechanism of addition and cyclialkylation reactions of ω-arylakenes with trifluoroacetic acid

Abstract

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