Application of ionic complex of N2O4 with 18-Crown-6 as an oxidizing agent for the oxidation of organosulfur compounds

被引：11

作者：

Firouzabadi, H ^{[1
]}

Iranpoor, N ^{[1
]}

Heydari, R ^{[1
]}

机构：

[1] Shiraz Univ, Coll Sci, Dept Chem, Shiraz 71454, Iran

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2002年 / 177卷 / 03期

关键词：

nitrogen; tetroxide; 18-crown-6; oxidation; organosulphide;

D O I：

10.1080/10426500210273

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Complexation of gaseous N2O4 with 18-Crown-6 affords an ionic complex of NO+.18-crown-6.H(NO3)(2)(-). This reagent is a nitrosating agent for conversion of thiols to thionitrites, Disulfides can be obtained from coupling of thiols via thionitrites. Moreover this reagent is an oxidizing agent for conversion of thioethers into their corresponding sulfoxides and dithianes into their carbonyl compounds in an oxidative deprotection reaction.

引用

页码：631 / 639

页数：9

共 32 条

[1] DINITROGEN TETROXIDE, NITRIC-ACID, AND THEIR MIXTURES AS MEDIA FOR INORGANIC REACTIONS [J].

ADDISON, CC .

CHEMICAL REVIEWS, 1980, 80 (01) :21-39

[2]

ALKAABI SS, 1982, J CHEM SOC PERK T, V2, P227

[3]

[Anonymous], J CHEM SOC PERK APR

[4]

ASKEW SC, 1995, J CHEM SOC PERK T, V2, P741

[5]

BARNETT DJ, 1995, J CHEM SOC P1, V2, P1279

[6] OXIDATIVE HYDROLYSIS OF 1,3-DITHIANE DERIVATIVES TO CARBONYL COMPOUNDS USING N-HALOSUCCINIMIDE REAGENTS [J].

COREY, EJ ;

ERICKSON, BW .

JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (23) :3553-&

[7]

CORNELIS A, 1994, SYNLETT, P155

[8] CLAY-SUPPORTED REAGENTS .4. A NOVEL COUPLING OF THIOLS INTO DISULFIDES, VIA THIONITRITE INTERMEDIATES USING A CLAY-SUPPORTED NITROSATION REAGENT [J].

CORNELIS, A ;

DEPAYE, N ;

GERSTMANS, A ;

LASZLO, P .

TETRAHEDRON LETTERS, 1983, 24 (30) :3103-3106

[9] MOLECULAR ADDITION COMPOUNDS OF DINITROGEN TETROXIDE .2. REACTIONS WITH TERTIARY AMINES [J].

DAVENPORT, DA ;

BURKHARDT, HJ ;

SISLER, HH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (17) :4175-4178

[10]

FELDMAN PL, 1993, CHEM ENG NEWS, V20, P26

← 1 2 3 4 →