Steric Effects on Reaction Rates Correlation Analysis of Solvolysis Data for Tertiary Carbon Substrates

Authors

  • Paul Müller Département de Chimie Organique Université de Genève 30, quai Ernest Ansermet, CH 1211 Genève 4
  • Jacky Blanc Département de Chimie Organique Université de Genève 30, quai Ernest Ansermet, CH 1211 Genève 4
  • Jiri Mareda Département de Chimie Organique Université de Genève 30, quai Ernest Ansermet, CH 1211 Genève 4

DOI:

https://doi.org/10.2533/chimia.1987.399

Abstract

Rate constants for solvolysis of tertiary chlorides and p-nitrobenzoates are compared and converted to Bentley’s unified reactivity scale. For the majority of structures consistent behavior is observed. Deviations are interpreted in terms of F-strain dr, to a minor extent, of leaving group hindrance. The reactivity of the tricyclic compound 31-OPNB can be rationalized by strain calculations if F-strain due to the presence of the OPNB substituent is taken into consideration.

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Published

1987-11-30

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