34075-28-0Relevant articles and documents
THE C-ALKYLATION OF NITROALKANE ANIONS BY 1-SUBSTITUTED-2-T-BUTYL-4-PHENYL- AND -2,4-DIPHENYL-5,6-DIHYDROBENZOQUINOLINIUM CATIONS.
Katritzky, Alan R.,Kashmiri, M. Akram,Wittmann, Dieter K.
, p. 1501 - 1510 (2007/10/02)
The N-substituents are transferred from the title cations to the C-atom of nitroalkane anions in high yield at 25-80 deg C in DMSO solution.The title cations are readily available from the appropriate pyrylium cations and primary amines of types RCH2NH2 and RR'CHNH2, allowing a general 2-step method for the preparation of higher nitroalkanes.Spectral properties of a variety of nitroalkanes are discussed.
2- and 4-(α-Substituted Aryl)pyridines as Leaving Groups in SN2 Reactions and Radicaloid Nucleophilic Displacements.
Katritzky, Alan R.,Elisseou, E. Michael,Bashiardes, George,Patel, Ranjan C.
, p. 301 - 320 (2007/10/02)
Compared with 2,4,6-triphenylpyridine, 2,6-diphenyl-4-(o-substituted phenyl)pyridines as leaving groups in the radicaloid nucleophilic displacement reaction with 2-nitropropanide anion slow down C.T.C. formation. o-Substitution of the 2-phenyl group has little effect on this reaction.The latter modification however decreases SN2 rates of the corresponding pyridiniums with piperidine.
Kinetics and Mechanism of the C-Alkylation of Nitroalkane Anions by 1-Alkyl-2,4,6-triphenylpyridiniums: A Nonchain Reaction with Radicaloid Characteristics
Katritzky, Alan R.,Kashmiri, M. Akram,Ville, George Z. de,Patel, Ranjan C.
, p. 90 - 96 (2007/10/02)
The C-alkylation of 2-nitropropanide by N-substituted pyridiniums is first order in each reactant in Me2SO.The effect on the rate of temperature , N substituent, leaving group, and nucleophile was studied quantitatively.Overall, the evidence excludes an SN2 displacement and suggests that the reactions proceed by a free radical nonchain mechanism.
NUCLEOPHILIC SUBSTITUTION IN ORGANOMERCURY HALIDES BY A FREE RADICAL CHAIN PROCESS
Russel, Glen A.,Hershberger, James,Owens, Karen
, p. 43 - 56 (2007/10/02)
Primary and secondary alkylmercury halides react with the salts of secondary nitroalkanes to afford tertiary nitroalkanes, mercury metal, and halide ion.The reaction is light initiated and is strongly inhibited by radical scavengers.Cyclized products resu