264285-78-1Relevant academic research and scientific papers
Lactone-derived carbon-centered radicals: Formation and reactivity with oxygen
Bejan, Elena V.,Font-Sanchis, Enrique,Scaiano
, p. 4059 - 4062 (2001)
matrix presented Several lactones were examined to test the reactivity of carbon-centered radicals toward oxygen. Notably, the radical derived from 2-coumaranone (4) is unreactive toward oxygen, while 2-cuomaranone itself shows enhanced reactivity toward hydrogen abstraction by alkoxyl radicals. We propose that five parameters influence diminished reactivity toward oxygen, i.e., (a) benzylic resonance stabilization, (b) unpaired spin delocalization on oxygen, (c) favorable stereoelectronic effects, (d) electron-withdrawing effects, and (e) steric effects.
A carbon-centered radical unreactive toward oxygen: Unusual radical stabilization by a lactone ring
Scaiano,Martin, Alan,Yap, Glenn P. A.,Ingold
, p. 899 - 901 (2000)
(equation presented) A lactone ring confers unusual stability to a diphenylmethyl-like radical that is virtually unreactive toward oxygen. Thus, the radical derived from HP-136 is about 10 000 times less reactive than typical carbon-centered radicals. A r
Solvent effects on hydrogen abstraction reactions from lactones with antioxidant properties
Aliaga, Carolina,Stuart, David R.,Aspee, Alexis,Scaiano
, p. 3665 - 3668 (2005)
(Chemical Equation Presented) Solvent effects on the kinetics for hydrogen abstraction from a lactone antioxidant were determined for alkoxyl and nitroxyl radicals; their reactivity differ by about 7 orders of magnitude. A decrease by ~12 and ~35 were det
Bond dissociation energies for radical dimers derived from highly stabilized carbon-centered radicals
Frenette, Mathieu,Aliaga, Carolina,Font-Sanchis, Enrique,Scaiano
, p. 2579 - 2582 (2007/10/03)
(Matrix Presented) The temperature dependence of the dissociation of dimers formed from highly stabilized carbon-centered radicals has been examined. Analysis of the data yields the bond dissociation energy (BDE) for the central head-to-head C-C bond in t
