122-46-3Relevant articles and documents
STRUCTURE-REACTIVITY CORRELATION IN THE PYRIDINOLYSIS OF SUBSTITUTED PHENYL ACETATES
Yoh, Soo-Dong,Kang, Joong-Kyu,Kim, Sung-Hong
, p. 2167 - 2174 (1988)
The pyridinolysis of substituted phenyl acetates in acetonitrile was investigated with an electric conductivity method.The rates of these reactions were increased with electron-donating group in pyridine and electron-withdrawing group in phenyl acetate. ρX (X;substituents in phenyl ring) values increase gradually according to the electron-donating ability in pyridine substituents, but the /ρY/ (Y;substituents in pyridine ring) values decrease with that of substituents.The β values increase with increasing electron-withdrawing ability of the substituents in the phenyl ring, it can be inferred that N---C bond formation increases progressively p-methyl to p-nitrophenyl acetates.This is in agreement with prediction of substituent effects for a simple SN2 displacement reaction.The sensitivity parameters, β and ρ, are inter-related and are themselves sensitive to the reactivity of the system.All above results are interpreted in terms of a dissociative SN2 mechanism involving a metastable tetrahedral intermediate.
Tri-3-(2-butyl)-6-methylsalicylide. A Novel, Versatile Tri-o-thymotide-Based Clathrate Host Having Chiral Centers
Gnaim, Jallal M.,Green, Bernard S.,Arad-Yellin, Rina,Vyas, K.,Levy, Judith T.,et al.
, p. 1915 - 1916 (1992)
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P2O5/SiO2 as an efficient reagent for esterification of phenols in dry media
Eshghi,Rafei,Karimi
, p. 771 - 774 (2001)
A simple and efficient method for esterification of carboxylic acid with phenols using P2O5/SiO2 reagent in dry media is reported.
Palladium-Catalyzed Desilylative Acyloxylation of Silicon-Carbon Bonds on (Trimethylsilyl)arenes: Synthesis of Phenol Derivatives from Trimethylsilylarenes
Gondo, Keisuke,Oyamada, Juzo,Kitamura, Tsugio
, p. 4778 - 4781 (2015)
A strategy for desilylative acetoxylation of (trimethylsilyl)arenes has been developed in which (trimethylsilyl)arenes are converted into acetoxyarenes. The direct acetoxylation is performed in the presence of 5 mol % of Pd(OAc)2 and PhI(OCOCF3)2 (1.5 equiv) in AcOH at 80°C for 17 h. The acetoxyarenes are obtained in good to high yields (67-98%). The synthetic utility is demonstrated with a one-pot transformation of (trimethylsilyl)arenes to phenols by successive acetoxylation and hydrolysis. Furthermore, desilylative acyloxylation of 2-(trimethylsilyl)naphthalene using several carboxylic acids has been conducted.
PtII and PdII complexes with a trans-chelating bis(pyridyl) ligand
Wang, Nan,McCormick, Theresa M.,Ko, Soo-Byung,Wang, Suning
, p. 4463 - 4469 (2012)
An atropisomeric bis(pyridyl) chelate ligand bis{3,3'-[N-Ph-2-(2'-py) indolyl]} (bpib) has been found to readily form trans-chelating PdII and PtII complexes. Two such complexes, Pt(bpib)Cl2 and Pd(bpib)Cl2 have
Palladium(II) acetate catalyzed aromatic substitution reaction
Stock, Leon M.,Tse, Kwok-Tuen,Vorvick, Linda J.,Walstrum, Steven A.
, p. 1757 - 1759 (1981)
Relative rate measurements indicate that the palladation reaction, although nonselective, adheres to the selectivity relationship for electrophilic aromatic substitution. Kinetic isotope effects and the dependence of the rate on oxidant concentration implicate arylpalladium(II) and arylpalladium(IV) compounds as intermediates in the reactions leading to biaryls and aryl acetates.
An efficient method to prepare aryl acetates by the carbonylation of aryl methyl ethers or phenols
Zhang, Dejin,Yang, Guoqiang,Xiong, Junping,Liu, Jia,Hu, Xingbang,Zhang, Zhibing
, p. 2683 - 2687 (2021/02/16)
Synthesis of valuable chemicals from lignin based compounds is critical for the application of biomass. Here, we develop a method of preparing aryl acetates by the carbonylation of aryl methyl ethers or phenols under low CO pressure. Good to excellent yields of aryl acetates were obtained using different substrates, and a possible reaction mechanism was proposed by conducting a series of control experiments. This method may provide a potential way for the utilization of lignin.
Na 2 CO 3-Catalyzed O-Acylation of Phenols for the Synthesis of Aryl Carboxylates with Use of Alkenyl Carboxylates
Zhou, Xiao-Yu,Chen, Xia
supporting information, p. 2321 - 2325 (2018/10/20)
Inorganic base-catalyzed O-acylation of phenol and its derivatives has been developed. The procedure provides an efficient catalysis system for the preparation of aryl carboxylates with alkenyl carboxylates as acyl reagents. The reaction proceeded smoothly by using ?-Na 2 CO 3 as the catalyst in MeCN to produce the corresponding aryl carboxylates in good to excellent yields.
