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Room-temperature insertion of elemental tellurium into the Cspł-Br and -I bonds of α-bromo-and α-iodopinacolone

Chauhan, Ashok, Singh, Puspendra, Kumar, Arun, Srivastava, Ramesh, Butcher, Ray and Duthie, Andrew 2007, Room-temperature insertion of elemental tellurium into the Cspł-Br and -I bonds of α-bromo-and α-iodopinacolone, Organometallics, vol. 26, no. 8, pp. 1955-1959, doi: 10.1021/om061144a.

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Title Room-temperature insertion of elemental tellurium into the Cspł-Br and -I bonds of α-bromo-and α-iodopinacolone
Formatted title Room-temperature insertion of elemental tellurium into the Csp3-Br and -I Bonds of α-Bromo- and α-Iodopinacolone
Author(s) Chauhan, Ashok
Singh, Puspendra
Kumar, Arun
Srivastava, Ramesh
Butcher, Ray
Duthie, Andrew
Journal name Organometallics
Volume number 26
Issue number 8
Start page 1955
End page 1959
Publisher American Chemical Society
Place of publication Washington D.C.
Publication date 2007-03-17
ISSN 0276-7333
1520-6041
Summary Pinacolyltellurium(IV) dihalides, (t-BuCOCH2)2TeX2 (X ) Br (1b), I (1c)) and Ar(t-BuCOCH2)TeCl2 (Ar == 1-C10H7 (Np) (2a), 2,4,6-Me3C6H2 (Mes) (3a)), are readily prepared at room temperature by the oxidative insertion of elemental tellurium into the Csp3-Br or -I bond of the α-halopinacolone and by the reaction of ArTeCl3 with the pinacolone t-BuCOCH3. The bromides Np(t-BuCOCH2)TeBr2 (2b) and Mes(t-BuCOCH2)TeBr2 (3b) can be prepared by the addition of bromine to the telluride Ar(t-BuCOCH2)-Te or of α-bromopinacolone to ArTeBr. Variable-temperature 1H and 13C NMR of the separate signals for the o-Me groups in 3a,b indicate a very high barrier to rotation about the Te-C(aryl) bond. Crystal diffraction data for 1c, 2a-c, and 3b show that intramolecular 1,4-Te …O(C) secondary bonding interactions (SBIs) are retained even in the presence of bulky aryl groups and intermolecular Te …X SBIs are subject to electronic population and steric congestion around the Te(IV) center in the solid state.
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Language eng
DOI 10.1021/om061144a
Field of Research 039904 Organometallic 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 ©2007, American Chemical Society
Persistent URL http://hdl.handle.net/10536/DRO/DU:30007638

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