52065-71-1Relevant academic research and scientific papers
Palladium-catalyzed 2-pyridylmethyl transfer from 2-(2-pyridyl)-ethanol derivatives to organic halides by chelation-assisted cleavage of unstrained Csp3-Csp3 bonds
Niwa, Takashi,Yorimitsu, Hideki,Oshima, Koichiro
, p. 2643 - 2645 (2008/02/13)
(Chemical Equation Presented) Making a break for it: Treatment of 2-(2-pyridyl)ethanol derivatives with aryl chlorides in the presence of a palladium catalyst results in the transfer of the pyridylmethyl moiety of the alcohol to yield the corresponding (2-pyridyl-methyl)arene. The reaction proceeds by chelation-assisted cleavage of an Csp3-C5p3 bond (see scheme) followed by formation of a carbon-carbon bond.
A facile and highly efficient route to a traceless pi-arene chromium linker. Applications to synthetic and combinatorial chemistry.
Rigby,Kondratenko
, p. 3683 - 3686 (2007/10/03)
[reaction--see text] A simple and efficient method for the attachment of functionalized arene chromium carbonyls to a polymeric support has been developed. A highly efficient solid-phase synthesis of tertiary alcohols and esters was performed in a traceless manner using this strategy. The linker-fabrication protocol permits simultaneous immobilization of various substrates on the solid support.
Reactions of Carbonyl Compounds with Grignard Reagents in the Presence of Cerium Chloride
Imamoto, Tsuneo,Takiyama, Noboyuki,Nakamura, Kimikazu,Hatajima, Toshihiko,Kamiya, Yasuo
, p. 4392 - 4398 (2007/10/02)
The addition of Grignard reagents to ketones is significantly enhanced by cerium chloride with remarkable supression of side reactions, particularly enolization.Some esters, which are prone to side reactions, also react readily with Grignard reagents in the presence of cerium chloride to give normal reaction products in reasonable to high yields.
Conformational Analysis of α-Alkyl-ββ-di-isopropylstyrenes. A Dynamic 1H Nuclear Magnetic Resonance Spectroscopic and Molecular Mechanics Investigation
Pettersson, Ingrid,Berg, Ulf
, p. 1365 - 1376 (2007/10/02)
The conformational equilibria and barriers to rotation in α-R-ββ-di-isopropylstyrenes with R=H, Me, Et, Pri, CH2But, and But, and in tri-isopropylethylene and 1,1,2-tri-isopropylpropene investigated by dynamic 1H n.m.r. spectroscopy and molecular mechanics (MM2, MMP2 force fields) are reported.The following conclusions are drawn: (i) the phenyl group is twisted ca. 70-90 degree out of the ethylene plane, (ii) the conformational populations of the geminal isopropyl groups indicate that the effective steric size of the phenyl group is larger than that of methyl, ethyl, isopropyl, and neopentyl groups, but smaller than that of the t-butyl group, (iii) barriers (ΔG(excit.)) to interchange of the isopropyl groups fall in the range 10.5-12.2 kcal mol-1, (iv) molecular mechanics calculations fail to reproduce the experimentally determined conformational populations but satisfactorily reproduce the barriers to rotation of the isopropyl and phenyl groups.According to these calculations the isopropyl group rotations are not correlated.
