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Inductivity and bridging in the formation of 2-norbornyl cations

✍ Scribed by Cyril A. Grob; Pawel Sawlewicz

Publisher: Elsevier Science
Year: 1984
Tongue: French
Weight: 199 KB
Volume: 25
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)81340-x

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✦ Synopsis

The effects of substituents at C5, C6 and C7 on the solvolysis rates of 2-norbornyl p-toluene sulfonates confirm that through space induction is directional and depends on distance and bridging strain.

📜 SIMILAR VOLUMES

Norbornanes. Part 20. Inductivity and br

Norbornanes. Part 20. Inductivity and bridging in 2-norbornyl cations

✍ Rolf Bielmann; Francesco Fuso; Cyril A. Grob 📂 Article 📅 1988 🏛 John Wiley and Sons 🌐 German ⚖ 447 KB

As derived from the Hammetr equation log k/ko = pI 'cr ? where k and ko are rate constants for substituted and unsubstituted tosylates, respectively, and u? are inductive substituent constants [2]. The p , values for C(1) in 3 and 4 are presented and discussed in this communication. The dotted lines

Inductivity and Bridging in 2-Bicyclo[2.

Inductivity and Bridging in 2-Bicyclo[2.2.2]octyl Cations. Polar Effects, Part 11

✍ Cyril A. Grob; Pawel Sawlewicz 📂 Article 📅 1984 🏛 John Wiley and Sons 🌐 German ⚖ 616 KB

Inductivity was defined as thc reaction constant p, in the equation log (klk,) = pluq, where k and k, are fmt-order rate consmiits for the substitutcd and unsubstituted tosylates, respectively, in 80% EtOH and u? i s the corresponding inductive substituent constant [3]. For recent reviews, see [2].

The Nature of the 7-Norbornyl Cation and

The Nature of the 7-Norbornyl Cation and its Rearrangement into the 2-Norbornyl Cation

✍ Stefan Sieber; Prof. Dr. Paul von Ragué Schleyer; Dr. Hrvoj Vančik; Dipl.-Chem. 📂 Article 📅 1993 🏛 John Wiley and Sons 🌐 English ⚖ 329 KB 👁 2 views

Epimeric 2-norbornyl cations in the solv

Epimeric 2-norbornyl cations in the solvolysis of 6-exo- and 6-endo-substituted 2-exo-norbornyl p-toluenesulfonates

✍ Cyril A. Grob; Bettina Günther; Reinhard Hanreich; Adrian Waldner 📂 Article 📅 1981 🏛 Elsevier Science 🌐 French ⚖ 188 KB

Enhancement of neighboring group partici

Enhancement of neighboring group participation in the 2-norbornyl cation

✍ C.F. Wilcox Jr.; B. Brungardt 📂 Article 📅 1984 🏛 Elsevier Science 🌐 French ⚖ 291 KB

The solvolysis rates of a series of nitrile-substituted 2norbornyl tosylates are presented along with a semi-quantitative analysis of the rates.

Solvent Dependence of Inductivity in the

Solvent Dependence of Inductivity in the Solvolyses of Substituted Norbornyl p-Toluenesulfonates. Norbornanes, Part 14

✍ Rolf Bielmann; Marcus Christen; Peter Flury; Cyril A. Grob 📂 Article 📅 1983 🏛 John Wiley and Sons 🌐 German ⚖ 436 KB 👁 1 views

## Abstract A comparison of the solvolysis rates of the substituted 2‐__exo__‐ and 2‐__endo__ ‐norbornyl __p__‐toluenesulfonates **1, 2, 3** and **4** and the substituted 1‐ and 2‐adamantyl sulfonates **9** and **10**, respectively, in 80% ethanol and 97% trifluoroethanol has shown that the sensiti