82721-36-6Relevant articles and documents
Cobalt-catalyzed oxidative esterification of allylic/benzylic C(sp3)–H bonds
Ren, Tian-Lu,Xu, Bao-Hua,Mahmood, Sajid,Sun, Ming-Xue,Zhang, Suo-Jiang
supporting information, p. 2943 - 2948 (2017/04/26)
A protocol for the cobalt-catalyzed oxidative esterification of allylic/benzylic C(sp3)–H bonds with carboxylic acids was developed in this work. Mechanistic studies revealed that C(sp3)–H bond activation in the hydrocarbon was the turnover-limiting step and the in-situ formed [Co(III)]Ot-Bu did not engage in hydrogen atom abstraction (HAA) of a C–H bond. This protocol was successfully incorporated into a synthetic pathway to β-damascenone that avoided the use of NBS.
Disproportionation-Recombination Rate Ratios for Hydroaromatic Radicals
Manka, Michael J.,Stein, Stephen E.
, p. 5914 - 5919 (2007/10/02)
Relative rates for radical disproportionation (R. + R'. RH + R'd) and recombination (R. + R'. RR') have been determined in the liquid phase at 150 deg C for a series of reactions involving resonance-stabilized hydroaromatic radicals.Self-reactions were studied for the 1-tetralyl, 1-indanyl, 9,10-dihydro-9-phenanthryl, and 9,10-dihydro-9-anthryl radicals.Four cross-radical reactions involving benzyl, diphenylmethyl, and 1-tetralyl radical as H-atom acceptors were also examined.Rate constant ratios (kd/kr) span the range of 1.34 for the self-reaction of 9,10- dihydro-9-phenanthryl radicals to 0.05 for the self-reaction of 9,10-dihydro-9-anthryl radicals.When disproportionation reaction exothermicity is sufficiently small, -ΔHd -1 (210 kJ mol-1), disproportionation rate constants decrease with decreasing exothermicity.A fit of liquid-phase data yields ln (kd/kr) per H atom = -10.1 - 0.163 ΔHd (kcal mol-1).