42006-99-5Relevant articles and documents
The structural and dynamic properties of 1-bromodecane in urea inclusion compounds investigated by solid-state 1H, 13C and 2H NMR spectroscopy
Yang, Xiaorong,Mueller, Klaus
, p. 514 - 522 (2011)
For asymmetric guest molecules in urea, the end-groups of two adjacent guest molecules may arrange in three different ways: head-head, head-tail and tail-tail. Solid-state 1H and 13C NMR spectroscopy is used to study the structural properties of 1-bromodecane in urea. It is found that the end groups of the guest molecules are randomly arranged. The dynamic characteristics of 1-bromodecane in urea inclusion compounds are probed by variable-temperature solid-state 2H NMR spectroscopy (line shapes, spin-spin relaxation: T2, spin-lattice relaxation: T1Z and T1Q) between 120 K and room temperature. The comparison between the simulation and experimental data shows that the dynamic properties of the guest molecules can be described in a quantitative way using a non-degenerate three-site jump process in the low-temperature phase and a degenerate three-site jump in the high-temperature phase, in combination with the small-angle wobbling motion. The kinetic parameters can be derived from the simulation. Copyright
Alpha, alpha-dideuterated alcohol compound, deuterated medicine and preparation method thereof
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Paragraph 0017; 0049-0050, (2021/07/09)
The invention relates to an alpha, alpha-dideuterated alcohol compound and a reduction deuteration method of an ester organic matter for preparing the alpha, alpha-dideuterated alcohol compound. The method is characterized in that the ester compound shown
Pentafluorophenyl Esters: Highly Chemoselective Ketyl Precursors for the Synthesis of α,α-Dideuterio Alcohols Using SmI2 and D2O as a Deuterium Source
Li, Hengzhao,Hou, Yuxia,Liu, Chengwei,Lai, Zemin,Ning, Lei,Szostak, Roman,Szostak, Michal,An, Jie
supporting information, p. 1249 - 1253 (2020/01/31)
We report the first highly chemoselective synthesis of α,α-dideuterio alcohols with exquisite incorporation of deuterium (>98% [D2]) using pentafluorophenyl esters as ketyl radical precursors, SmI2 as a mild reducing agent, and Dsub
Selective synthesis of α,α-dideuterio alcohols by the reduction of carboxylic acids using Smi2 and D2O as deuterium source under set conditions
Szostak, Michal,Spain, Malcolm,Procter, David J.
supporting information, p. 5052 - 5055 (2014/12/11)
The first general method for the chemoselective synthesis of α,α-dideuterio alcohols directly from feedstock carboxylic acids under single electron transfer conditions using SmI2 is reported. This reaction proceeds after the activation of Sm(II
Experimental and computational study of a direct O2-coupled wacker oxidation: Water dependence in the absence of Cu salts
Anderson, Brian J.,Keith, John A.,Sigman, Matthew S.
supporting information; experimental part, p. 11872 - 11874 (2010/10/21)
The kinetics of the Pd[(-)-sparteine]Cl2 catalyzed oxidation of decene using oxygen as the sole oxidant have been studied in the absence of copper salts and high [Cl-]. Saturation kinetics are observed for [decene] as well as a third order dependence on [water]. A mechanism is proposed involving the dissociation of two chlorides and rate-limiting formation of a three-water hydrogen bridged network and subsequent oxypalladation as supported by computational studies.
Loss of benzene to generate an enolate anion by a site-specific double-hydrogen transfer during CID fragmentation of o-alkyl ethers of ortho-hydroxybenzoic acids
Attygalle, Athula B.,Bialecki, Jason B.,Nishshanka, Upul,Weisbecker, Carl S.,Ruzicka, Josef
experimental part, p. 1224 - 1234 (2009/09/29)
Collision-induced dissociation of anions derived from orffco- alkyloxybenzoic acids provides a facile way of producing gaseous enolate anions. The alkyloxyphenyl anion produced after an initial loss of CO2 undergoes elimination of a benzene molecule by a double-hydrogen transfer mechanism, unique to the ortho isomer, to form an enolate anion. Deuterium labeling studies confirmed that the two hydrogen atoms transferred in the benzene loss originate from positions 1 and 2 of the alkyl chain. An initial transfer of a hydrogen atom from the C-l position forms a phenyl anion and a carbonyl compound, both of which remain closely associated as an ion/neutral complex. The complex breaks either directly to give the phenyl anion by eliminating the neutral carbonyl compound, or to form an enolate anion by transferring a hydrogen atom from the C-2 position and eliminating a benzene molecule in the process. The pronounced primary kinetic isotope effect observed when a deuterium atom is transferred from the C-l position, compared to the weak effect seen for the transfer from the C-2 position, indicates that the first transfer is the rate determining step. Quantum mechanical calculations showed that the neutral loss of benzene is a thermodynamically favorable process. Under the conditions used, only the spectra from ortho isomers showed peaks at mlz 77 for the phenyl anion and mlz 93 for the phenoxyl anion, in addition to that for the ortho-specific enolate anion. Under high collision energy, the ortho isomers also produce a peak at mlz 137 for an alkene loss. The spectra of meta and para compounds show a peak at mlz 92 for the distonic anion produced by the homolysis of the O-C bond. Moreover, a small peak at mlz 136 for a distonic anion originating from an alkyl radical loss allows the differentiation of para compounds from meta isomers. Copyright
A convenient and effective method for the regioselective deuteration of alcohols
Maegawa, Tomohiro,Fujiwara, Yuta,Inagaki, Yuya,Monguchi, Yasunari,Sajiki, Hironao
supporting information; experimental part, p. 2215 - 2218 (2009/10/02)
The convenient and regioselective deuteration of hydroxy groups on vicinal carbons was achieved by the combination of 5% ruthenium on carbon (Ru/C), hydrogen gas and deuterium oxide (D2O).
Ruthenium catalyzed deuterium labelling of α-carbon in primary alcohol and primary/secondary amine in D2O
Takahashi, Masaaki,Oshima, Koichiro,Matsubara, Seijiro
, p. 192 - 193 (2007/10/03)
Primary alcohols and primary/secondary amines are labelled with D atom at α-position regioselectively by means of deuterium oxide and ruthenium catalyst. Copyright
