96009-79-9Relevant academic research and scientific papers
DEPLACEMENTS HOMOLYTIQUES INTRAMOLECULAIRES-16-DECOMPOSITION DES PEROXYDES ET PERESTERS INSATURES PAR LES RADICAUX CYCLOHEXYLE ISSUS DE DERIVES PEROXIDIQUES DE L'ACIDE CYCLOHEXANECARBOXYLIQUE
Bourgeois, M. J.,Montaudon, E.,Maillard, B.
, p. 255 - 262 (2007/10/02)
Thermolyses of dicyclohexyl carbonyl peroxide have been performed in organic solutions of t-butyl pent-4-enyl peroxide or t-butyl perpent-4-enoate in order to study the induced decomposition by cyclohexyl radicals of these peroxides.Induced decomposition of cyclohexylcarbonyl pent-4-enoyl peroxide and pent-4-enyl cyclohexylpercarboxylate has also been studied.In the decomposition of these compounds, SHi reaction of an acyloxy radical is involved which is, to our knowledge, the first example of such reaction with a perester.
DEPLACEMENTS HOMOLYTIQUES INTRAMOLECULAIRES 10 - ADDITIONS RADICALAIRES A DES PERESTERS γ-INSATURES INFLUENCE DE DIVERS FACTEURS SUR LA FORMATION D'ESTERS CYCLIQUES
Kharrat, A.,Gardrat, C.,Maillard, B.
, p. 535 - 546 (2007/10/02)
Free radical additions of ZH compounds to γ-unsaturated peresters have been performed in order to determine the limitations upon the induced decomposition (steric affects, type of unsaturation, nature of the neighbouring atom of the perester function).Using γ-ethylenic peresters and percarbonates led generally to lactones and cyclic carbonates.
INTRAMOLECULAR HOMOLYTIC DISPLACEMENTS 7 - FREE RADICAL ADDITIONS TO UNSATURATED PEROXY COMPOUNDS : SYNTHESIS OF OXYGENATED HETEROCYCLES
Maillard, Bernard,Kharrat, Abdelmajid,Rakotomanana, Felicien,Montaudon, Evelyne,Gardrat, Christian
, p. 4047 - 4056 (2007/10/02)
Free radical additions of hydrogen donor solvents to tert-butyl perpent-4-enoate have given 4-substituted γ-butyrolactones, with yields of 50 percent or greater.Such reactions applied to allyl-tert-butyl peroxide have produced 2,3-epoxypropanation of these solvents.Similar addition-elimination processes occurred with tert-butyl 4-methyl-perpent-4-enoate, tert-butyl 2,2-dimethyl-perpent-4-enoate and tert-butyl-methallyl peroxide, but they failed with tert-butyl 5-methyl-perhex-4-enoate and tert-butyl-3-methyl-but-2-enyl peroxide.
DEPLACEMENTS HOMOLYTIQUES INTRAMOLECULAIRES-I; ETUDE DE LA DECOMPOSITION DU PERPENTENE-4 OATE DE t-BUTYLE DANS LES CYCLANES. SYNTHESE DE CYCLOALKYL-5 PENTANOLIDES-4
Maillard, B.,Kharrat, A.,Gardrat, C.
, p. 3531 - 3538 (2007/10/02)
The thermolysis of t-butyl-4-peroxypentenoate 1, in cyclohexane led to several compounds; the main product was 5-cyclohexyl-4-pentanolide (yield 35percent).Hypotheses are proposed to explain their formation.The lactone could be obtained by two different mechanisms: a concerted one and a two-step one (cyclohexyl radical addition to the double bond of the perester leading to a discrete radical followed by an intramolecular displacement of a t-butoxyl radical).The thermolysis of 1 has synthetic interest: several original 5-cycloalkyl-4-pentanolides have been obtained by this way.
