18139-74-7Relevant academic research and scientific papers
Thermal reaction of cyclic alkadiene with trichlorosilane. Preparative and mechanistic aspects
Jung, Dong Eui,Han, Joon Soo,Yoo, Bok Ryul
, p. 40 - 44 (2013/03/13)
The thermal reactions of trichlorosilane (1a) with cyclic alkadienes such as cyclopentadiene (2a), 1,3-cyclohexadiene (2b), and 1,4-cyclohexadiene (2c) were studied at temperatures ranging from 170 °C to 250 °C. In this reaction, the hydrosilylation rate increased as the reaction temperature was raised using an equimolar ratio of 1a to 2a. The reaction of 2a with 1a at 250 °C afforded 2-cyclopentenyltrichlorosilane (3a) as the major hydrosilylation product within 1 h in good yield (82%). This reaction also works when dicyclopentadiene (2a′) was used as a reactant instead of 2a. In a large scale preparation under the same conditions, 3a was obtained in 82% isolated yield. It is significant to note that 2a′ can be used for the hydrosilylation, with no requirement of a cracking step under our thermal conditions. While the reaction of cyclohexadienes with 1a under the same conditions gave a mixture of three hydrosilylation products such as 2-cyclohexenyltrichlorosilane (3b), 3-cyclohexenyltrichlorosilane (3c) and cyclohexyltrichlorosilane (5) in moderate yields, along with other unsaturated C6 components, such as benzene and cyclohexene. In the thermal reaction of cycloalkadienes with 1a, the five-membered-ring diene 2a undergoes both a hydrosilylation reaction with 1a as well as a [4 + 2] cycloaddition reaction, leading to the hydrosilylation product 3a in good yield. While the six-membered ring dienes, 2b and 2c, undergo four different types of reactions, including hydrosilylation, [4 + 2] cycloaddition, dehydrogenation, and hydrogenation in competition to give the hydrosilylation products, hexane, and benzene, respectively. The reaction rates of cyclic alkadienes under our thermal conditions increase in the following order: 2c 2b 2a.
A new entry to carbocyclic nucleosides: Oxidative coupling reaction of cycloalkenylsilanes with a nucleobase mediated by hypervalent iodine reagent
Yoshimura, Yuichi,Ohta, Masatoshi,Imahori, Tatsushi,Imamichi, Tomozumi,Takahata, Hiroki
supporting information; experimental part, p. 3449 - 3452 (2009/05/07)
(Chemical Equation Presented) A novel method for synthesizing carbocyclic nucleosides was developed. The new synthesis includes a direct coupling reaction of cycloalkenylsilanes with a silylated nucleobase catalyzed by a hypervalent iodine reagent. By app
Silver-catalyzed asymmetric Sakurai-Hosomi allylation of ketones
Wadamoto, Manabu,Yamamoto, Hisashi
, p. 14556 - 14557 (2007/10/03)
The complex of AgF and (R)-DIFLUORPHOS has been shown to be an effective catalyst for the asymmetric Sakurai-Hosomi allylation of simple ketones. A significaant improvement of the reactivity was observed by using THF as the solvent. The catalyst turnover
