How intramolecular hydrogen bonding (IHB) controls the C–ON bond homolysis in alkoxyamines

Author:

Audran Gérard12345,Bikanga Raphael678,Brémond Paul12345,Edeleva Mariya91011ORCID,Joly Jean-Patrick12345,Marque Sylvain R. A.12345ORCID,Nkolo Paulin12345,Roubaud Valérie12345

Affiliation:

1. Aix Marseille Univ

2. CNRS

3. ICR

4. UMR 7273

5. 13397 Marseille Cedex 20

6. Laboratoire de Substances Naturelles et de Synthèse Organométalliques Université des Sciences et Techniques de Masuku

7. B.P. 943 Franceville

8. Gabon

9. N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry SB RAS

10. 630090 Novosibirsk

11. Russia

Abstract

IHB between alkyl and nitroxyl fragments affords striking changes in kd, affording a nice control of the C–ON bond homolysis.

Funder

Agence Nationale de la Recherche

Russian Science Foundation

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference55 articles.

1. Nitroxide Mediated Polymerization: From Fundamentals to Applications in Materials Sciences , ed. D. Gigmes , RSC Polymer Chemistry Series 19, Royal Society of Chemistry , London , 2016 ; and 513 references cited therein

2. Tin-free radical chemistry using the persistent radical effect: alkoxyamine isomerization, addition reactions and polymerizations

3. Nitroxides: Applications in Synthesis and in Polymer Chemistry

4. Tin-Free Radical Cyclization Reactions Using the Persistent Radical Effect

5. Nature-Inspired Total Synthesis of (−)-Fusarisetin A

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