𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Réactions d'addition nucleophile sur les cétones. Influence de l'environnement stérique sur la position de l'état de transition

✍ Scribed by B. Boyer; G. Lamaty; C. Moreau


Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
283 KB
Volume
100
Category
Article
ISSN
0165-0513

No coin nor oath required. For personal study only.

✦ Synopsis


In the present investigation, we have measured the secondary kinetic deuterium isotope effects in hydroxylamine addition reaction for a series of cyclohexanones, both hindered and unhindered. We observed a slightly direct isotope effect, k^H^/k^D^ > 1.00, for unhindered cyclohexanones and an inverse isotope effect, k^H^/k^D^ < 1.00, for hindered cyclohexanones; this inversion of the isotope effects is attributed to a decrease of the torsional strain through the intervention of an “effet stérique de compression” that induce a slight deformation of the cycle and changes the angle of approach of the nucleophile.


📜 SIMILAR VOLUMES


Stéréochimie De L'Électroréduction De Br
✍ R. Hazard; S. Jaouannet; A. Tallec 📂 Article 📅 2010 🏛 Wiley (John Wiley & Sons) ⚖ 242 KB

The stereochemistry of the electroreductlon of the two geometrical isomers of methyl 1-bronocyclopropane 1.2-dlcarboxylate has been lnvestlgated : for the €MU Isomer, electrolysis carried out In the presence of NH' ions glve rlse to a 901 retentlon ratio whlle 90% o f inversion 1s attalned when &',,