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Electrophilic substitution of acetyltrimethylsilane with tellurium(IV) halides: A synthetic route to 3-methyl-5-(trimethylsilyl)-1,2-oxatellurol-1-ium halides

Misra, Shafalika, Chauhan, Ashok K S, Srivastava, Ramesh C, Butcher, Ray J and Duthie, Andrew 2015, Electrophilic substitution of acetyltrimethylsilane with tellurium(IV) halides: A synthetic route to 3-methyl-5-(trimethylsilyl)-1,2-oxatellurol-1-ium halides, Journal of organometallic chemistry, vol. 791, pp. 119-123, doi: 10.1016/j.jorganchem.2015.05.055.

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Title Electrophilic substitution of acetyltrimethylsilane with tellurium(IV) halides: A synthetic route to 3-methyl-5-(trimethylsilyl)-1,2-oxatellurol-1-ium halides
Author(s) Misra, Shafalika
Chauhan, Ashok K S
Srivastava, Ramesh C
Butcher, Ray J
Duthie, Andrew
Journal name Journal of organometallic chemistry
Volume number 791
Start page 119
End page 123
Total pages 5
Publisher Elsevier
Place of publication Amsterdam, The Netherlands
Publication date 2015-08-15
ISSN 0022-328X
Keyword(s) 3-methyl-5-(trimethylsilyl)-1,2-oxatellurol-1-ium halides
Acetyltrimethylsilane
Electrophilic substitution
Summary The reaction of tellurium tetrahalides, TeX4 (XCl. Br) with acetyltrimethylsilane in CCl4 at ambient temperature, unlike that of the aryltellurium trichlorides, ArTeCl3 that give the expected electrophilic substitution products, Ar(Me3SiCOCH2)TeCl2, (Ar = 1-C10H7, 2; 2,4,6-Me3C6H2, 3), afforded novel silylated heterocycles, 3-methyl-5-(trimethylsilyl)-1,2-oxatellurol-1-ium halides 1a and 1b. These Te(II) heterocyclic compounds undergo halide exchange with sodium iodide and also add dihalogens oxidatively to afford the corresponding iodide, 1c and the Te(IV) trihalides, 5a and 5b respectively. A large lowering of ν(CO) is indicative of strong Te⋯OC interactions among these heterocycles, and is also substantiated by single-crystal X-ray diffraction data for 3-methyl-5-(trimethylsilyl)-1,2-oxatellurol-1-ium chloride. The 125Te chemical shifts for the new 10-Te-3 telluranes and 12-Te-5 pertelluranes that involve tellurium bound to two highly electronegative atoms (O, X) are among the highest (downfield) reported for organotellurium(II) and (IV) compounds.
Language eng
DOI 10.1016/j.jorganchem.2015.05.055
Field of Research 039904 Organometallic Chemistry
0302 Inorganic Chemistry
0305 Organic Chemistry
Socio Economic Objective 970103 Expanding Knowledge in the Chemical Sciences
HERDC Research category C1 Refereed article in a scholarly journal
ERA Research output type C Journal article
Copyright notice ©2015, Elsevier
Persistent URL http://hdl.handle.net/10536/DRO/DU:30074145

Document type: Journal Article
Collection: School of Life and Environmental Sciences
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