Structural aspects of some organoselenium compounds

被引:23
作者
Kumar, Sangit
Panda, Snigdha
Singh, Harkesh B. [1 ]
Wolmershaeuser, Gotthelf
Butcher, Ray J.
机构
[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India
[2] Univ Kaiserslautern, Fachbereich Chem, D-67653 Kaiserslautern, Germany
[3] Howard Univ, Dept Chem, Washington, DC 20059 USA
关键词
selenium; intramolecular coordination; diorganodiselenide; organoselenenyl sulfide; synthesis and single crystal structure;
D O I
10.1007/s11224-006-9082-5
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The crystal structures of four organoselenium compounds, viz. bis(2-formylphenyl)diselenide (5), bis(2 -methylnaphthyl)diselenide (6), organoselenenyl sulfide (7), and spiroselenurane (8) are described. Crystal data for 5: space group Pca2(1), crystal system orthorhombic, a = 7.9969(4) angstrom, b = 20.8794(12) angstrom, c = 15.8307(13) angstrom, Z = 8, R = 0.0292. Owing to the presence of a strong Se center dot center dot center dot O interaction in compound 5 the geometry around the selenium atom may be considered as T-shaped. Crystal data for 6: space group Pna2(1), crystal system orthorhombic, a = 18.2253(12) angstrom, b = 13.0714(8) angstrom, c = 7.7355(5) angstrom, Z = 4, R = 0.0570. The molecule has a cisoid conformation. Crystal data for 7: space group Pbcn, crystal system orthorhombic, a = 22.2144(13) angstrom, b = 8.0255(4) angstrom, c = 15.4496(9) angstrom, Z = 8, R = 0.0292. Due to intramolecular Se center dot center dot center dot N interaction in 7 the geometry around selenium is T-shaped. Crystal data for 8: space group P2(1)/c, crystal system monoclinic, a = 7.4585(5) angstrom, b = 19.5634(13) angstrom, c = 8.0428(5) angstrom, P = 97.1320(10)degrees, Z = 4, R = 0.0254. The O - Se - O angle is 172.86(6)degrees.
引用
收藏
页码:127 / 132
页数:6
相关论文
共 23 条
[1]   The exceptional glutathione peroxidase-like activity of di(3-hydroxypropyl) selenide and the unexpected role of a novel spirodioxaselenanonane intermediate in the catalytic cycle [J].
Back, TG ;
Moussa, Z ;
Parvez, M .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (10) :1268-1270
[2]   Diselenides and allyl selenides as glutathione peroxidase mimetics.: Remarkable activity of cyclic seleninates produced in situ by the oxidation of allyl ω-hydroxyalkyl selenides [J].
Back, TG ;
Moussa, Z .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (44) :13455-13460
[3]  
Claeson S, 2000, CHIRALITY, V12, P71, DOI 10.1002/(SICI)1520-636X(2000)12:2<71::AID-CHIR3>3.0.CO
[4]  
2-S
[5]   MOLECULAR-STRUCTURE OF 3,3'-SPIROBI-(3-SELENAPHTHALIDE) [J].
DAHLEN, B .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1974, 30 (MAR15) :647-651
[6]   FORMATION AND CRYSTAL-STRUCTURE OF 3,3,-SPIROBI(3-SELENAPHTHALIDE) [J].
DAHLEN, B ;
LINDGREN, B .
ACTA CHEMICA SCANDINAVICA, 1973, 27 (06) :2218-2220
[7]  
du Mont WW, 2001, ANGEW CHEM INT EDIT, V40, P2486, DOI 10.1002/1521-3773(20010702)40:13<2486::AID-ANIE2486>3.0.CO
[8]  
2-N
[9]   Synthesis, reactivity, electrochemical and crystallographic studies of diferrocenoyl diselenide and ferrocenoyl selenides [J].
Kumar, S ;
Tripathi, SK ;
Singh, HB ;
Wolmershäuser, G .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2004, 689 (19) :3046-3055
[10]   Chelate ring size effect on the reactivity of [2-(2-phenyl-5,6-dihydro-4H-1,3-oxazinyl)]lithium and Se•••N interactions in low-valent organoselenium compounds:: Facile isolation of diorganotriselenide [J].
Kumar, S ;
Kandasamy, K ;
Singh, HB ;
Wolmershäuser, G ;
Butcher, RJ .
ORGANOMETALLICS, 2004, 23 (18) :4199-4208