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Mechanistic and Preparative Studies of Radical Chain Homolytic Substitution Reactions of N-Heterocyclic Carbene Boranes and Disulfides

✍ Scribed by Pan, Xiangcheng; Vallet, Anne-Laure; Schweizer, Stéphane; Dahbi, Karim; Delpech, Bernard; Blanchard, Nicolas; Graff, Bernadette; Geib, Steven J.; Curran, Dennis P.; Lalevée, Jacques; Lacôte, Emmanuel

Book ID
120554871
Publisher
American Chemical Society
Year
2013
Tongue
English
Weight
956 KB
Volume
135
Category
Article
ISSN
0002-7863

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Formation of cyclopropanes by homolytic
Formation of cyclopropanes by homolytic substitution reactions of 3-iodopropyl radicals: Preparative and rate studies
✍ Dennis P. Curran; Ana E. Gabarda 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 616 KB

Reduction of 2-substituted 1,3-diiodopropane derivatives with tin hydride provides substituted cyclopropanes. The reaction occurs through a homoly.tic substitution of the 3-iodopropyl radical, which has a rate constant of about 5 x 105 s "1 at 80°C.