Nalazite se na CroRIS probnoj okolini. Ovdje evidentirani podaci neće biti pohranjeni u Informacijskom sustavu znanosti RH. Ako je ovo greška, CroRIS produkcijskoj okolini moguće je pristupi putem poveznice www.croris.hr
izvor podataka: crosbi

An unusual case of carbon-nitrogen bond formation. Reactivity of C-nitroso group toward acyl chlorides (CROSBI ID 98843)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Pilepić, Viktor ; Lovrek, Monika ; Vikić-Topić, Dražen ; Uršić, Stanko ; An unusual case of carbon-nitrogen bond formation. Reactivity of C-nitroso group toward acyl chlorides // Tetrahedron letters, 42 (2001), 48; 8519-8522-x

Podaci o odgovornosti

Pilepić, Viktor ; Lovrek, Monika ; Vikić-Topić, Dražen ; Uršić, Stanko ;

engleski

An unusual case of carbon-nitrogen bond formation. Reactivity of C-nitroso group toward acyl chlorides

Acyl chlorides react with nitrosobenzene in 99.9% acetonitrile and in the presence of the catalytic amounts of HCl giving the corresponding N-p-chlorophenylhydroxamic acids. The spectroscopic and kinetic evidence obtained indicates that the reaction is initiated by the formation of N-chlorohydroxylamine intermediate formed from nitrosobenzene and hydrochloride in the first, slow step of the process. The nucleophilic N-chlorohydroxylamine intermediate reacts with acyl chloride (or possibly acyl cation– chloride ion-pair) to give the addition acylnitroso intermediate which undergoes to nucleophilic attack by chloride ion at the para position of the phenyl moiety and, after proton transfer from carbon, the corresponding N-p-chlorophenylhydroxamic acid is formed.

C-nitroso group; Acyl chlorides; Hydroxamates; Kinetics; Mechanism;

nije evidentirano

nije evidentirano

nije evidentirano

nije evidentirano

nije evidentirano

nije evidentirano

Podaci o izdanju

42 (48)

2001.

8519-8522-x

objavljeno

0040-4039

Povezanost rada

Kemija

Indeksiranost