Amidine Dications as Superelectrophiles
نویسندگان
چکیده
منابع مشابه
Amidine Dications as Superelectrophiles
2-Dimethylalkylammonium pyridinium and 2-dimethylalkylammonium pyrimidinium ditriflate salts are very powerful methylating agents toward phosphorus (triphenylphosphine) and nitrogen (triethylamine) nucleophiles. In competition experiments with triethylamine as nucleophile, these N-methyl disalts are more reactive methylating agents than dimethyl sulfate. Reaction of the pyridinium dications wit...
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This communication demonstrates the preparation, isolation, and full characterization of superelectrophilic salts based on amidine dications in organic solvent, as their triflate salts. These dications are highly activated toward regiospecific reaction with hydrogen gas under mild conditions in the presence of a metal catalyst (Pd/C), mimicking the behavior of the natural substrate, N(5),N(10)-...
متن کاملMolecular rearrangements of superelectrophiles
Superelectrophiles are multiply charged cationic species (dications, trications, etc.) which are characterized by their reactions with weak nucleophiles. These reactive intermediates may also undergo a wide variety of rearrangement-type reactions. Superelectrophilic rearrangements are often driven by charge-charge repulsive effects, as these densely charged ions react so as to maximize the dist...
متن کاملHigh reactivity of triazolinediones as superelectrophiles in polar reactions: A DFT study
The mechanism of the polar reaction between the superelectrophile PTAD (2) and diene (6b) in the presence of THF has theoretically been studied at the MPWB1K/6-311G** level. Our investigations reveal that this reaction takes place through a stepwise mechanism via formation of intermediate (7b) with a strong zwitterionic character. The first step of the reaction, which is associated with the nuc...
متن کاملAntioxidant Activity of some Amidine Derivatives
Three amidines, N, N’-Diphénylbenzamidine (1), N-Cyclohexyl-N’-phényl-octamidine (2), N, N’diphényldodécamidine (3), were synthesized and investigated for their antioxidant activity using 2, 2-diphenyl-1picrylhydrazyl (DPPH) radical scavenging, ferric reducing antioxidant power (FRAP) and β-carotene/linoleic acid assays. The results indicated that amidines tested possess good antioxidant activi...
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ژورنال
عنوان ژورنال: Journal of the American Chemical Society
سال: 2009
ISSN: 0002-7863,1520-5126
DOI: 10.1021/ja908191k