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Substituent effects on the CC bond strength, 17. Formation and stability of α-carbamoylbenzyl radicals

✍ Scribed by Züffle, Stephan ;Beckhaus, Hans-Dieter ;Rüchardt, Christoph

Publisher: John Wiley and Sons
Year: 1995
Tongue: English
Weight: 370 KB
Volume: 1995
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.1995199505127

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✦ Synopsis

Products and kinetics of the homolytic thermolyses reactions of the three tertiary amides 6a-c of 2,3,3-triphenylpropanoic acid were studied in solution. The steric effects on the C-C bond homolysis processes were evaluated from MM2 calcu-lations. Taking this into account, we deduced radical stabili- zation enthalpies RSE for the a-carbamoylbenzyl radicals 3a-c from the activation enthalpies AH* [RSE (kcal/mol): 8.3 f 2.8 (3a), 10.3 k 2.7 (3b), 9.0 f 2.2 (3c)l.

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Substituent effects on the CC bond stren

Substituent effects on the CC bond strength, 18. Stabilization of alkyl radicals by 4-pyridyl, 1-naphthyl or 2-naphthyl substituents in α-position

✍ Herberg, Clemens ;Peyman, Anuschirwan ;Nölke, Margot ;Beckhaus, Hans-Dieter ;Rüc 📂 Article 📅 1995 🏛 John Wiley and Sons 🌐 English ⚖ 360 KB

The formation of the a-substituted radicals 1-9 with the 4pyridyl (?), l-naphthyl(8), and the 2-naphthyl(9) substituent by thermolysis of their dimers 1-3 in solution was investigated. The activation parameters of the homolysis of the central CC bond were obtained from kinetic measurements of the th