4019-54-9Relevant articles and documents
Room-Temperature Palladium-Catalyzed Deuterogenolysis of Carbon Oxygen Bonds towards Deuterated Pharmaceuticals
Ou, Wei,Xiang, Xudong,Zou, Ru,Xu, Qing,Loh, Kian Ping,Su, Chenliang
supporting information, p. 6357 - 6361 (2021/02/16)
Site-specific incorporation of deuterium into drug molecules to study and improve their biological properties is crucial for drug discovery and development. Herein, we describe a palladium-catalyzed room-temperature deuterogenolysis of carbon–oxygen bonds
Method for constructing carbon-hydrogen bond by catalyzing alcohol dehydroxylation with palladium/platinum
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Paragraph 0114-0117, (2019/12/25)
The invention discloses a method for constructing a carbon-hydrogen (deuterium) bond. The method comprises the following step: in the presence of a palladium/platinum catalyst and aryl halide, an alcohol hydroxyl group of an alcohol and hydrogen (deuterium) gas is replaced by hydrogen (deuterium) to construct the carbon-hydrogen (deuterium) bond. According to the method, the palladium/platinum catalyst is used as a catalyst, the green hydrogen (deuterium) gas is used as a hydrogen (deuterium) source, efficient alcohol dehydroxylation is performed at room temperature to construct the carbon-hydrogen (deuterium) bond, and the method is particularly suitable for constructing the carbon-deuterium bond and can be widely applied to synthesis of deuterated drugs.
The Effects of Ion-pairing on the Rates of Fragmentation of Alkali-metal Salts of Tertiary Alcohols
Partington, Steven M.,Watt, C. Ian F.
, p. 983 - 992 (2007/10/02)
The lithium, sodium, and potassium salts of 1,2,3-triphenylpropan-2-ol (1) decompose in DMSO solution at convenient rates yielding deoxybenzoin and toluene.Under conditions of excess of base, deoxybenzoin is rapidly converted into its enolate, whose u.v. absorption permits spectroscopic rate determinations.Following expectations from earlier work, rates for (1) are in the order 1:122:1330 for the lithium, sodium, and potassium salts.The effects of added cryptands and common ion metal iodide have been studied and are shown to be consistent with an earlier proposed reaction scheme involving differential reactivity of associated and 'free' alkoxide anions.Use of cryptands has allowed estimate of the rate of decomposition of the unassociated alkoxide of (1), 8.5*103 s-1 at 18.6 deg, and this is at least 100-fold faster than its ion-pair with potassium.Reactions are strongly inhibited by added iodides and again, this is shown to be consistent with the reaction scheme.The salts of 3-methyl-1,2,3-triphenylbutan-2-ol (2) have also been studied.Under similar conditions these are 103 times more reactive than those of (1), fragmenting to deoxybenzoin and cumene.Steric inhibition of ion-pairing and steric enhancement of reactivity of the free alkoxide both contribute to the observed reactivity.Steric effects alone appear to be responsible for the regioselectivity of its fragmentation.