21175-64-4Relevant articles and documents
Mechanism of the Cannizzaro Reaction: Possible Involvement of Radical Intermediates
Chung, Sung-Kee
, p. 480 - 481 (1982)
The Cannizzaro reaction of benzaldehyde in alkine aqueous dioxan or dioxan alone produces a substantial amount of benzyl alcohol together with the normal product, benzyl alcohol, suggesting a possible partial involvement of radical intermediates.
Weakly Coordinating, Hydroxyl Directed Ruthenium Catalyzed C-H Alkylation of Ubiquitous Benzyl Alcohols with Maleimides
Dethe, Dattatraya H.,Beeralingappa, Nagabhushana C.,Kumar, Vimlesh
, p. 6267 - 6271 (2021)
Benzyl alcohols have been employed as effective coupling partners in Ru-catalyzed C-H functionalization reactions, and their annulation with maleimides then offers efficient synthesis of useful ortho substituted succinimide aromatic aldehydes and ketones. Detailed mechanistic studies have been demonstrated by performing preliminary reactions, deuterium studies, and competitive experiments.
Electron-transfer properties of active aldehydes of thiamin coenzyme models, and mechanism of formation of the reactive intermediates
Nakanishi, Ikuo,Itoh, Shinobu,Fukuzumi, Shunichi
, p. 2810 - 2818 (1999)
The active aldehydes 2a-c- derived from the reaction of 3-benzylthiazolium salts (1a+: 3-benzyl-4-methylthiazolium bromide, 1b+: 3-benzyl-4,5-dimethylthiazolium bromide, 1c+: 3-benzylthiazolium bromide) with o-t
Generation and IR spectroscopic study of benzyl radical
Baskir, E. G.,Maltsev, A. K.,Korolev, V. A.,Khabashesku, V. N.,Nefedov, O. M.
, p. 1438 - 1440 (1993)
The benzyl radical C6H5CH2 has been obtained by gas phase pyrolysis of two different precursors, benzyl bromide and dibenzyl, and studied in an argon matrix at 12 K by IR spectroscopy.Similarly, the deuterosubstituted benzyl radicals, C6H5CD2 and C6D5CH2,
1H NMR STRUCTURAL STUDY OF 2-PHENYLTHIAZOLIDINE
Terol, A.,Subra, G.,Fernandez, J. P.,Robbe, Y.,Chapat, J. P.,Granger, R.
, p. 68 - 70 (1981)
Deuteration of 2-phenylthiazolidine, and its complexation with the shift reagent tris(1,1,1,2,2,3,3-heptafluoro-7,7-dimethyl-4,6-octanedionato)europium, have been used to study the signals and conformation of the heterocyclic protons and to interpret the 1H NMR spectrum of this 2-substituted thiazolidine.
Phosphine-Catalyzed (3 + 2) Annulation of δ-Acetoxy Allenoates with 2-Sulfonamidomalonate: Synthesis of Highly Substituted 3-Pyrrolines and Mechanistic Insight
Wang, Dong,Liu, Wei,Hong, Yang,Tong, Xiaofeng
, p. 5002 - 5006 (2018)
A mild and efficient synthetic protocol for 3-pyrrolines via the phosphine-catalyzed (3 + 2) annulation of δ-acetoxy allenoates with 2-sulfonamidomalonate is reported. The asymmetric version (up to 83% ee) is also achieved by using phosphine (R)-SITCP as
Quantitative production of compound I from a cytochrome P450 enzyme at low temperatures. Kinetics, activation parameters, and kinetic isotope effects for oxidation of benzyl alcohol
Wang, Qin,Sheng, Xin,Horner, John H.,Newcomb, Martin
, p. 10629 - 10636 (2009)
Cytochrome P450 enzymes are commonly thought to oxidize substrates via an iron(IV)-oxo porphyrin radical cation transient termed Compound I, but kinetic studies of P450 Compounds I are essentially nonexistent. We report production of Compound I from cytoc
Selective alcohol oxidation with molecular oxygen catalyzed by Os-Cr and Ru-Cr complexes
Shapley, Patricia A.,Zhang, Najie,Allen, Jana L.,Pool, Douglas H.,Liang, Hong-Chang
, p. 1079 - 1091 (2000)
The heterobimetallic complexes [Y][M(N)R2(μ-O)2CrO2] (where Y is either N(n-Bu)4+ or PPh4+; M is either Ru or Os; and R is an alkyl or aryl ligand) catalyze the selective oxidation of alcohols with molecular oxygen. The rate of the reaction is higher with a ruthenium-containing complex than with an analogous osmium-containing catalyst. The rate decreases with steric bulk in either the catalyst or substrate. Single-crystal X-ray diffraction studies of [N(n-Bu)4][Ru(N)(CH2SiMe3) 2(μ-O)2CrO2] and [PPh4][Os(N)Me(CH2SiMe3)(μ-O) 2CrO2] show the chromate group coordinated to each nitrido(dialkyl)metal center through two oxo ligands. The oxidation of benzyl alcohol by [N(K-Bu)4][Os(N)(CH2SiMe3) 2(μ-O)2CrO2] was examinined in detail. It is first order in alcohol and substrate, and, when oxygen partial pressure is low, the rate depends directly on the O2 partial pressure. A mechanism in which alcohol coordinates to the osmium center and is oxidized by β-hydrogen elimination is consistent with the data. [N(n-Bu)4] [Os(N)(CH2SiMe3)2(μ-O)2CrO 2] catalyzes the oxidation of dppe with O2 through a different pathway.
Unambiguous and rapid cis/trans assignment of aryl-carboxy disubstituted cyclopropanes using NMR
Solladie-Cavallo, Ariette,Isarno, Thomas
, p. 1579 - 1582 (1999)
It is shown that cis or trans structures of aryl-carboxy disubstituted cyclo propanes can be directly, rapidly and easily determined by 1H NMR with no need of comparing both cis and trans isomers when vicinal coupling constants are in the range
An efficient Pd@Pro-GO heterogeneous catalyst for the α, β-dehydrogenation of saturated aldehyde and ketones
Pan, Gao-Fei,Wang, Zhe,Chang, Yi-Yuan,Hao, Yue,Wang, Yi-Chen,Xing, Rui-Guang
supporting information, (2021/12/30)
An Efficient Pd@Pro-GO heterogeneous catalyst was developed that can promote the α, β-dehydrogenation of saturated aldehyde and ketones in the yield of 73% ? 92% at mild conditions without extra oxidants and additives. Pd@Pro-GO heterogeneous catalyst was synthesized via two steps: firstly, the Pro-GO was obtained by the esterification reaction between graphene oxide (GO) and N-(tert-Butoxycarbonyl)-L-proline (Boc-Pro-OH), followed by removing the protection group tert-Butoxycarbonyl (Boc), which endowed the proline-functionalized GO with both the lewis acid site (COOH) and the bronsted base site (NH), besides, the pyrrolidine of proline also can form imine with aldehydes to activate these substrates; Second, palladium was dispersed on the proline-functionalized GO (Pro-GO) to obtained heterogeneous catalyst Pd@Pro-GO. Mechanistic studies have shown that the Pd@Pro-GO-catalyzed α,β-dehydrogenation of saturated aldehyde and ketones was realized by an improved heterogeneously catalyzed Saegusa oxidation reaction. Based on the obove characteristics, the Pd@Pro-GO will be widely used in the transition metal catalytic field.
