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Reactions of Chlorinated Pyrimidine Derivatives with Carbanions Bearing Nucleophugal Groups at the Carbanionic Center

100%

Mąkosza M. , Ostrowski S.

2000

tom Vol. 74, nr 10

1355-1355

Reactions of chloro-, dichloro-, and trichloropyrimidines with carbanions bearing leaving groups at the carbanionic center are described. 2-Chloropyrimidine and 2,4-dichloropyrimidine react at low temperature with trihalomethyl carbanions to give covalent sigma-adducts and low yield of the Vicarious Nucleophilic Substitution of Hydrogen (VNS) products. 4,5,6-Trichloropyrimidine in the reactions with carbanions (–CH(X)SO2Tol, CBr-3) or other nucleophiles (t-BuO–, NH3) gives diverse substituted products of chlorine while in the reaction with CC-3 anion the VNS product in small amount.

Oxidative Nucleophilic Substitution of Hydrogen in nitroarenes. A Short Review

100%

Mąkosza M. , Paszewski M.

2005

tom Vol. 79 / nr 2

163-178

Recent results of oxidative nucleophilic substitution of hydrogen in nitroarenes with carbon, nitrogen, oxygen etc. nucleophiles and discussion of oxidants used in these reactions are presented.

Ambiphilic reactivity of 2,4-dinitrobenzyl p-tolyl sulfone carbanion

80%

Mąkosza M. , Mathur S. N. , Białecki M.

tom Vol. 72, nr 7

1198-1201

Carbanions of 2,4-dinitrobenzyl p-tolyl sulfone (3a) and 5-chloro-2,4-dinitrobenzyl p-tolyl sulfone (3b) behave as ambiphilic reagents able to react with nucleophiles and electrophiles. The reaction course depends on the type of the reagent and of the base used in the reaction.

Phase Transfer Catalyzed Reactions of Chloroform with Methacrylic Esters

80%

Fedoryński M. , Błażejczyk A. , Mąkosza M.

tom Vol. 77 / nr 5

709-717

Chloroform reacts with an excess of methyl methacrylate in the presence of 50% aq NaOH and benzyltriethylammonium chloride (TEBA) as a catalyst (phase transfer catalysis, PTC) to give a mixture of dichlorocarbene and trichloromethyl anion adducts, 1 and 2, respectively. These additions proceed as parallel processes, there is a slow conversion of 2_ 1, which proceeds as an intramolecular process.