16430-34-5Relevant academic research and scientific papers
Mesolysis Processes with Benzylic Carbon?Oxygen Bond Cleavage in Radical Anions of Aryl Benzyl Ethers Studied by Electron Pulse Radiolysis in DMF
Yamaji, Minoru,Tojo, Sachiko,Fujitsuka, Mamoru,Sugimoto, Akira,Majima, Tetsuro
, p. 798 - 803 (2016)
Based on transient absorption measurements obtained upon electron-pulse radiolysis of aromatic ethers in N,N-dimethylformamide (DMF), mesolysis processes of the radical anions were investigated. We observed transient absorption spectral change due to the
π-Stacking effect on levoglucosenone derived internal chiral auxiliaries. A case of complete enantioselectivity inversion on the Diels-Alder reaction
Sarotti, Ariel M.,Fernandez, Israel,Spanevello, Rolando A.,Sierra, Miguel A.,Suarez, Alejandra G.
, p. 3389 - 3392 (2008)
(Figure Presented) Detailed quantum chemical calculations, experimental evidence, and NMR data rationalize the participation of π-stacking interaction in the highly asymmetric Diels-Alder reaction using levoglucosenone derived internal chiral auxiliaries,
Microwave-assisted regioselective cycloaddition reactions between 9-substituted anthracenes and levoglucosenone
Sarotti, Ariel M.,Joullie, Madeleine M.,Spanevello, Rolando A.,Suarez, Alejandra G.
, p. 5561 - 5564 (2006)
The cycloaddition reactions of 9-substituted anthracenes and levoglucosenone were investigated under microwave irradiation and conventional heating conditions. Considering time, yields, and regioselectivity, microwave technology has proven to be an ideal
Second generation levoglucosenone-derived chiral auxiliaries. Scope and application in asymmetric Diels-Alder reactions
Sarotti, Ariel M.,Spanevello, Rolando A.,Suárez, Alejandra G.
supporting information; experimental part, p. 3502 - 3508 (2009/08/15)
Chiral alcohols were designed and easily prepared from levoglucosenone, a biomass-derived valuable synthon. These alcohols were tested as chiral auxiliaries in asymmetric Diels-Alder reactions between the corresponding acrylates with acyclic and cyclic di
CH3...O Hydrogen Bond. Implications of Its Presence from the Substituent Effects on the Populations of Rotamers in 4-Substituted 9-Ethyl-1-methoxytriptycenes and 9-(Substituted Phenoxymethyl)-1,4-dimethyltriptycenes
Tamura, Yoshio,Yamamoto, Gaku,Oki, Michinori
, p. 1781 - 1788 (2007/10/02)
In the series of 4-substituted 9-ethyl-1-methoxytriptycenes, the populations of the sc conformer increase as the electron-density on the 1-methoxy-oxygen decreases.This trend was interpreted on the basis of steric repulsion which should increase as the electron density on the oxygen atom becomes high.In contrast, in the series of 9-(substituted phenoxymethyl)-1,4-dimethyltriptycenes, the high electron density on the aryloxy-oxygen favors the sc form.The stabilization of the sc form relative to the ap in the high electron density compounds in the latter series is attributed to the presence of CH3...O hydrogen bond, since other factors like Coulombic interactions, van der Waals repulsions, and van der Waals attractions could be excluded from being the main factor for the stabilization.
Substituent Effects on the Populations of Rotational Isomers in 9-(Aryloxymethyl)-1,4-dimethyltriptycenes. Implications for the Presence of CH3...O Hydrogen Bond
Tamura, Yoshio,Yamamoto, Gaku,Oki, Michinori
, p. 1619 - 1622 (2007/10/02)
The population ratios +/-sc/ap in 9-(aryloxymethyl)-1,4-dimethyltriptycenes were determined by (1)H NMR spectroscopy.Whereas electron-withdrawing substituents favor the ap rotamer , electron-donating substituents favor the +/-sc rotamer in a relative sens
TELE-SUBSTITUTIONS EN SERIE ANTHRACENIQUE-I. COMPORTEMENT DU BROMO-9-METHYL-10 ANTHRACENE VIS-A-VIS DES ANIONS PHENATES ET ALCOOLATES
Rigaudy, J.,Seuleiman, A.M.,Cuong, Nguyen Kim
, p. 3143 - 3150 (2007/10/02)
Treatment of 9-bromo-10-methyl anthracene 1, in dipolar aprotic solvents, by alkaline phenoxide or alkoxides leads essentially to a mixture of the expected ether, 9-phenoxy (or alkoxy)-10-methyl anthracene 2, normal substitution product (NSP), and of the isomeric ether, 9-phenoxymethyl (or alkoxymethyl)-anthracene 3, tele-substitution product (TSP).It is shown that both ethers must derive from a common unstable intermediate, the 9-bromo-10-methylene-9,10-dihydroanthracene 8, coming from 1 by a prototropic shift and which can undergo both types of substitution.With more hindered phenoxide ions, only the tele-substitution process is observed.
