61093-30-9Relevant academic research and scientific papers
Sequential olefination-dimerisation of benzylic dithioacetals by the nickel-catalysed reaction with methyl Grignard or zinc reagent
Lai, Guo-Qiao,Li, Ze,Luh, Tien-Yau,Yu, Lei,Zhang, Pinglu
, p. 9653 - 9659 (2022/05/02)
Products of main group elements from cross-coupling reactions have been shown to serve as Lewis acids, mediating further reactions of organic coupling products. Thus, the nickel-catalysed olefination of benzylic dithioacetal with MeMgI in benzene in a sealed Schlenk tube at 130 °C generates magnesium mercaptide which regioselectively converts 2-arylpropene into a dimer in good yield. Aryl iodide reacts with 2-propenylmagnesium bromide in the presence of 1,2-ethanedithiol and NiCl2(PPh3)2 to yield the same dimer. Replacement of the Grignard reagent by an organozinc reagent gives the dimers in a better yield.
Anomalous reactivity of radical cations produced by photosensitized oxidation of 4-methoxybenzyl alcohol derivatives: Role of the sensitizer
Del Giacco, Tiziana,Faltoni, Annalisa,Elisei, Fausto
, p. 200 - 210 (2008/09/20)
Steady-state and nanosecond laser flash photolysis measurements of 4-methoxybenzyl alcohol (1a), 4-methoxy-α-methylbenzyl alcohol (1b), 4,4′-dimethoxydiphenylmethanol (1c) and 4-methoxy-α,α′- dimethylbenzyl alcohol (1d) were carried out in air-equilibrated CH 2Cl2 and CH3CN solutions, in the presence of 9,10-dicyanoanthracene (DCA) and N-methylquinolinium tetrafluoroborate (NMQ +BF4-) as sensitizers. In particular, steady-state irradiation with DCA produced carbonyl compounds and, with NMQ +BF4-, carbonyl compounds, ethers (substrates 1a-c) and styrene (substrate 1d) while time-resolved investigations gave evidence of charged species produced upon irradiation. The effect of solvent polarity on the reactivity was investigated; in the case of DCA, the reactivity increased with the solvent polarity, while the opposite was obtained when NMQ+BF4- was used. Quantum mechanical calculations at semiempirical (INDO/1-CI) and DFT (B3LYP/6-311G(d)) levels were used to support transient assignments and to obtain the charge and spin density distributions, respectively. The different photooxidation mechanisms operative with the neutral and charged sensitizer were rationalized in terms of the reactivity of free and complexed radical cations, respectively. the Owner Societies.
