71792-93-3Relevant academic research and scientific papers
From Alkyl Halides to Ketones: Nickel-Catalyzed Reductive Carbonylation Utilizing Ethyl Chloroformate as the Carbonyl Source
Shi, Renyi,Hu, Xile
supporting information, p. 7454 - 7458 (2019/04/30)
Ketones are an important class of molecules in synthetic and medicinal chemistry. Rapid and modular synthesis of ketones remains in high demand. Described here is a nickel-catalyzed three-component reductive carbonylation method for the synthesis of dialkyl ketones. A wide range of both symmetric and asymmetric dialkyl ketones can be accessed from alkyl halides and a safe CO source, ethyl chloroformate. The approach offers complementary substrate scope to existing carbonylation methods while avoiding the use of either toxic CO or metal carbonyl reagents.
Conformational reactions of D2-symmetric twisted acenes
Pascal Jr., Robert A.,Qin, Qian
, p. 8630 - 8637 (2008/12/21)
Computational analyses of the longitudinally twisted polycyclic aromatic hydrocarbons 9,18-diphenyltetrabenz[a,c,h,j]anthracene (1), 9,10,19,20-tetraphenyltetrabenzo[a,c,j,l]naphthacene (2), and 9,10,11,20,21,22-hexaphenyltetrabenzo[a,c,l,n]pentacene (3) were performed at the B3LYP/6-31G(d) level of theory. Ground state and transition state structures were located for two classes of conformational reactions in these molecules: twist inversions (enantiomerization or racemization reactions) and phenyl rotations, and the free energies of activation for these processes were calculated. Where possible, the computational results were compared with both new and existing experimental data for the rates of these conformational reactions. Multiple pathways were identified for some processes, but the low-energy transition states were often quite different from those that common chemical intuition might suggest.
ACTIVATED METALLIC NICKEL IN PREPARATION OF SYMMETRICAL 1,3-DIARYLPROPAN-2-ONES FROM BENZYLIC HALIDES AND OXALYL CHLORIDES
Inaba, Shin-ichi,Rieke, Reuben D.
, p. 25 - 28 (2007/10/02)
Oxidative addition of benzylic halides to nickel in the metallic state followed by insertion of carbon monoxide generated from alkyl oxalyl chlorides proceeded smoothly to give symmetrical 1,3-diarylpropan-2-ones in moderate yields.
