5,5-Bis(alkoxy-NNO-azoxy)-1,3,2-dioxathiane 2-oxides. Synthesis and X-ray diffraction study

被引:8
作者
Zyuzin, I. N. [1 ]
Golovina, N. I. [1 ]
Shilov, G. V. [1 ]
机构
[1] Russian Acad Sci, Inst Chem Phys Problems, Chernogolovka 142432, Moscow Oblast, Russia
关键词
N-OXIDE DERIVATIVES; SULFITES; C4H7NO5S; ETHERS;
D O I
10.1134/S1070428010070213
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2,2-Bis(alkoxy-NNO-azoxy)propane-1,3-diols reacted with thionyl chloride to give previously unknown 5,5-bis(methoxy-NNO-azoxy)- and 5,5-bis(ethoxy-NNO-azoxy)-1,3,2-dioxathiane 2-oxides. Replacement of the hydroxy groups by chlorine is a minor reaction path. According to the X-ray diffraction data, the heteroring in the molecule of 5,5-bis(methoxy-NNO-azoxy)-1,3,2-dioxathiane 2-oxide adopts a chair conformation with axial orientation of the S=O bond.
引用
收藏
页码:1085 / 1089
页数:5
相关论文
共 25 条
[1]  
Atovmyan L. O., 1987, IAN SSSR KH, P1309
[2]   Stereochemistry of 1,3-diheterocyclanes:: III.: Crystal and molecular structure and conformations of cis- and trans-5-phenoxy-1,3,2-dioxathiane 2-oxides [J].
Bredikhin, AA ;
Bredikhina, ZA ;
Gubaidullin, AT ;
Litvinov, IA .
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2003, 73 (08) :1282-1287
[3]   Cyclic sulfites and cyclic sulfates in organic synthesis [J].
Byun, HS ;
He, LL ;
Bittman, R .
TETRAHEDRON, 2000, 56 (37) :7051-7091
[4]  
CHEKHLOV AN, 1994, DOKL AKAD NAUK+, V339, P218
[5]  
CHERTANOVA LF, 1989, IAN SSSR KH, P297
[6]   Chemistry of the nitric oxide-releasing diazeniumdiolate ("nitrosohydroxylamine") functional group and its oxygen-substituted derivatives [J].
Hrabie, JA ;
Keefer, LK .
CHEMICAL REVIEWS, 2002, 102 (04) :1135-1154
[7]   GEM-DINITRO ESTERS .4. PYRIDINE-CATALYZED ESTERIFICATION OF BETA-DINITRO ALCOHOLS [J].
KISSINGER, LW ;
UNGNADE, HE ;
BENZIGER, TM ;
ROHWER, RK .
JOURNAL OF ORGANIC CHEMISTRY, 1963, 28 (09) :2491-&
[8]  
LUKYANOV OA, 1982, IAN SSSR KH, P1656
[9]  
MARCHENKO GA, 1985, ZH ORG KHIM+, V21, P1429
[10]  
MARCHENKO GA, 1985, ZH ORG KHIM+, V21, P1426