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Kinetics and mechanism of aminolysis of propargyl and 1-methyl-propargyl arenesulphonates (1994)

Oh, Hyuck Keun ; Cho, In Ho ; Jin, Min Jeong ; [et al.]

Chichester : Wiley-Blackwell

Journal of Physical Organic Chemistry 7 (1994), S. 629-633

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ISSN: 0894-3230

Keywords: Organic Chemistry ; Physical Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology , Physics

Notes: Kinetic studies were carried out on the aminolysis of propargly and 1-methylpropargyl arenesulphonates in acetonitrile at 45·0°C. The cross-interaction constants, ρxz and βxz, are similar to, but smaller than, those for the SN2 processes at other primary and secondary carbon centers. Compared with the allyl series, the smaller magnitude of ρxz and βxz reflects a looser transition state, which in turn leads to a lower rate despite the greater Taft's σ* value and the lower intrinsic (ΔE0≠) and thermodynamic barriers (ΔE0).

Additional Material: 7 Tab.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/poc.610071107

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