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Kinetics of the Solvolyses of Fluoro-Substituted Benzhydryl Derivatives: Reference Electrofuges for the Development of a Comprehensive Nucleofugality Scale

✍ Scribed by Christoph Nolte; Herbert Mayr

Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
258 KB
Volume
2010
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

A series of m‐fluoro‐substituted benzhydryl chlorides, bromides, mesylates, and tosylates 1‐X to 5‐X were prepared and subjected to solvolysis reactions in various solvents. The observed first‐order rate constants k~s~(25 °C) were found to follow the correlation equation log k~s~(25 °C) = s~f~(N~f~ + E~f~), which allowed us to determine the electrofugality parameters E~f~ for these destabilized benzhydrylium cations and the nucleofugality parameters N~f~, s~f~ for a series of leaving group/solvent combinations.

📜 SIMILAR VOLUMES

Kinetics of the Solvolyses of Benzhydryl
Kinetics of the Solvolyses of Benzhydryl Derivatives: Basis for the Construction of a Comprehensive Nucleofugality Scale
✍ Bernard Denegri; André Streiter; Sandra Jurić; Armin R. Ofial; Olga Kronja; Herb 📂 Article 📅 2006 🏛 John Wiley and Sons 🌐 English ⚖ 148 KB

## Abstract A series of 21 benzhydrylium ions (diarylmethylium ions) are proposed as reference electrofuges for the development of a general nucleofugality scale, where nucleofugality refers to a combination of leaving group and solvent. A total of 167 solvolysis rate constants of benzhydrylium tos