18631-70-4Relevant academic research and scientific papers
Mechanism of Palladium(II)-Copper(II)-Mediated Demercuration of Cycloalkyl and Cycloalkylmethyl Systems
Wells, Adam P.,Kitching, William
, p. 2517 - 2519 (2007/10/02)
The palladium(II)-copper(II)-mediated demercuration of cycloalkyl- and cycloalkylmethylmercuric chlorides exhibit mechanistic changes as a function of ring size, with elimination-readdition of being important in cyclohexyl systems but direct carbocation formation dominating in cyclooctyl cases.
OXIDATIVE SUBSTITUTION OF PhTe AND PhSe MOIETIES IN ALKYL PHENYL TELLURIDES AND SELENIDES LEADING TO ESTERS AND ALCOHOLS
Hirai, Yasuyuki,Ohe, Kouichi,Toshimitsu, Akio,Uemura, Sakae
, p. 173 - 176 (2007/10/02)
Oxidation of alkyl phenyl tellurides and/or selenides with sodium periodate (NaIO4) in aqueous acetic acid or with metachloroperbenzoic acid (MCPBA) in N,N-dimethylformamide or N,N-dimethylacetamide affords a mixture of the corresponding alkyl esters (acetates or formates) and/or alcohols in 20-94percent yield under mild conditions (at 20-80 deg C for 0.5-24 h).
Electrophilic Cleavage of Cyclopropanes. Acetolysis of Bicyclic and Tricyclic Cyclopropanes
Wiberg, Kenneth B.,Kass, Steven R.,Meijere, Armin de,Bishop, K. C.
, p. 1003 - 1007 (2007/10/02)
The acetolysis of a series of bicycloalkanes and propellanes has been studied.The effect of ring strain, caused by changing ring size or introducing a trans-ring fusion, on the rate and products of the reaction has been examined.No correlation was found between rates of acetolysis and strain energy relief, but with the exception of propellane, there is a rough correlation with ionization potentials.The degree of polarization of the C-C bonds in the presence of a proton correlates very well with reactivity and is a controlling factor for the acetolysis rates.The importance of the energies of unoccupied orbitals with the appropriate symmetry in controlling electron polarization is shown by the large difference in rate of reaction between - and propellanes.
Nucleophilic Displacement with Heterocycles as Leaving Groups. Part 16. Reactions of Secondary Alkyl Primary Amines with 5,6,8,9-Tetrahydro-7-phenyldibenzoxanthylium Trifluoromethanesulphonate to give Intermediates Solvolysing without Rearrangement
Katritzky, Alan R.,Lopez-Rodriguez, Maria L.,Keay, James G.,King, Roy W.
, p. 165 - 170 (2007/10/02)
Representative secondary alkyl primary amines R1R2CHNH2 react with the title pyrylium cation in acetic acid, alcohols, phenols, and NN-dimethylaniline acting as nucleophilic solvents to give O- and C-(secondary alkyl) products.Absence of carbenium ion rearrangements is consistent with reaction via intimate ion-molecule pairs formed rapidly from the corresponding pyridinium cations.
