4820-06-8Relevant academic research and scientific papers
Alcoholyses and acetolyses of allylic and tertiary benzylic alcohols catalyzed by 2,3-dichloro-5,6-dicyanobenzoquinone
Iranpoor,Mottaghinejad
, p. 2253 - 2260 (2007/10/02)
Allylic and tertiary benzylic alcohols can be converted into their corresponding ethers and acetates selectively and efficiently in the presence of catalytic amounts of 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ).
Catalytic and Efficient Cleavage of Allylic and Tertiary Benzylic Ethers and Esters with Ce(IV)
Iranpoor, Nasser,Mottaghinejad, Enayatolah
, p. 7299 - 7306 (2007/10/02)
The reaction of cerium(IV) as ceric ammonium nitrate (CAN) with a variety of allylic and tertiary benzylic ethers and esters has been examined in different alcohols and acetic acid under catalytic and mild conditions.Experiments have been conducted to elu
Cerium(IV), as a selective and efficient catalyst for alcoholyses of allylic and tertiary benzylic alcohols
Iranpoor, Nasser,Mothaghineghad, Enayatholah
, p. 1859 - 1870 (2007/10/02)
An efficient and selective method is described for the catalytic conversion of allylic, and tertiary benzylic alcohols into their corresponding ethers in the presence of Ce(IV) under solvolytic and non- solvolytic conditions.
Gas-Phase Acid-Induced Nucleophilic Displacement Reactions. 7. Structural and Stereochemical Evidence for the Existence and the Relative Stability of Alkylenebenzenium Ions in the Gas Phase
Fornarini, Simonetta,Sparapani, Cinzia,Speranza, Maurizio
, p. 34 - 41 (2007/10/02)
A comprehensive investigation on the existence and relative stability of gaseous 2,3-butylene- and 1,2-propylenebenzenium ions was carried out by establishing the structural features and the stereochemistry of acid-induced displacement by CH3OH on isomeric 3-phenylbutyl-2 onium and β-phenylpropyl onium intermediates.The latter were obtained in the gas phase from the reaction of radiolytically formed GA+ (GA+ = D3+, CnH5+ (n=1,2), i-C3H7+, and CH3FCH3+) acids with isomeric 3-phenyl-2-chlorobutanes and β-phenyl-Y-propanes (Y = Cl, OH).The analysis of the isomeric distribution of the neutral substitution products allows the establishment of extensive phenyl-group participation in the displacement process, occuring in competition with methyl and hydrogen 1,2-transfers.The participating ability of a phenyl moiety adjacent to the substitution center is found to depend essentially upon the configuration of the precursor and to be related to its gas-phase nucleophilicity.The occurence of relatively stable cyclic alkylenebenzenium ions as static intermediates in these displacement reactions is suggested by the particular isomeric and stereoisomeric distribution of the products and by its comparison with that obtained from open-chain isomeric ions.The results obtained from the present gas-phase experiments are discussed in the light of those from related gas-phase and solution studies.
ZUR BILDUNGSWEISE VON 1-PHENYLPROPYLLITHIUM AUS BENZYLLITHIUM UND ETHYLEN IN TETRAHYDROFURAN
Maercker, Adalbert,Stoetzel, Reinhard
, p. 1 - 12 (2007/10/02)
3-Phenylpropyllithium primarily formed by the addition of benzyllithium to ethylene in THF does not undergo an intramolecular 1,3-proton shift to 1-phenylpropyllithium.Fast protonation by the solvent takes place instead, yielding n-propylbenzene and new ethylene.An equilibrium is then established between n-propylbenzene and additional benzyllithium, with the formation of toluene and 1-phenylpropyllithium; the equilibrium, however, strongly favours the starting materials (K293=1.1*10-4).As, on the other hand, 1-phenylpropyllithium reacts with ethylene much more rapidly than does benzyllithium, it is removed from the equilibrium and mainly branched secondary products are still obtained.
