Steric and electronic effects on the conformations of n-butane derivatives with trichlorosilyl, silyl and trichloromethyl groups

McLachlan LJ, Hinchley SL, Robertson HE, Rankin DWH, Mitzel NW (2005)
In: SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY. 61. PERGAMON-ELSEVIER SCIENCE LTD: 1411-1417.

Conference Paper | Published | English

No fulltext has been uploaded

Author
; ; ; ;
Abstract
The molecular structure and conformation of 1, 1, 1,4,4,4-hexachloro- 1,4-disilabutane in the gas-phase have been determined by electron diffraction and computational methods. The lowest-energy conformation has the trichlorosilyl groups anti to one another. The gauche conformation also has a shallow potential minimum, but lies about 19 kJ mol(-1) above the anti form. Calculations on related butane derivatives, in which terminal methyl groups have been replaced by CCl3, SiH3 and SiCl3 groups, reveal that the conformational preferences are primarily caused by steric interactions between the terminal groups, and that it is the presence of chlorine atoms that destabilises gauche conformations. The electronegativity of the chlorine atoms has only small effects, mainly limited to the Si-Cl bond lengths. (c) 2004 Elsevier B.V. All rights reserved.
Publishing Year
ISSN
PUB-ID

Cite this

McLachlan LJ, Hinchley SL, Robertson HE, Rankin DWH, Mitzel NW. Steric and electronic effects on the conformations of n-butane derivatives with trichlorosilyl, silyl and trichloromethyl groups. In: SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY. Vol 61. PERGAMON-ELSEVIER SCIENCE LTD; 2005: 1411-1417.
McLachlan, L. J., Hinchley, S. L., Robertson, H. E., Rankin, D. W. H., & Mitzel, N. W. (2005). Steric and electronic effects on the conformations of n-butane derivatives with trichlorosilyl, silyl and trichloromethyl groups. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 61(7), 1411-1417.
McLachlan, L. J., Hinchley, S. L., Robertson, H. E., Rankin, D. W. H., and Mitzel, N. W. (2005). “Steric and electronic effects on the conformations of n-butane derivatives with trichlorosilyl, silyl and trichloromethyl groups” in SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, vol. 61, (PERGAMON-ELSEVIER SCIENCE LTD), 1411-1417.
McLachlan, L.J., et al., 2005. Steric and electronic effects on the conformations of n-butane derivatives with trichlorosilyl, silyl and trichloromethyl groups. In SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY. no.61 PERGAMON-ELSEVIER SCIENCE LTD, pp. 1411-1417.
L.J. McLachlan, et al., “Steric and electronic effects on the conformations of n-butane derivatives with trichlorosilyl, silyl and trichloromethyl groups”, SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, vol. 61, PERGAMON-ELSEVIER SCIENCE LTD, 2005, pp.1411-1417.
McLachlan, L.J., Hinchley, S.L., Robertson, H.E., Rankin, D.W.H., Mitzel, N.W.: Steric and electronic effects on the conformations of n-butane derivatives with trichlorosilyl, silyl and trichloromethyl groups. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY. 61, p. 1411-1417. PERGAMON-ELSEVIER SCIENCE LTD (2005).
McLachlan, LJ, Hinchley, SL, Robertson, HE, Rankin, DWH, and Mitzel, Norbert W. “Steric and electronic effects on the conformations of n-butane derivatives with trichlorosilyl, silyl and trichloromethyl groups”. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY. PERGAMON-ELSEVIER SCIENCE LTD, 2005.Vol. 61. 1411-1417.
This data publication is cited in the following publications:
This publication cites the following data publications:

22 References

Data provided by Europe PubMed Central.


frisch, 1998

gordon, j am chem soc 104(), 1982

hedberg, j mol struct 160(), 1993

vilkov, z strukt khim 5(2), 1964

vajda, j org chem 188(3), 1980

lewis, spectrum 15(), 1997
The isomers of silacyclopropane
GORDON, Chemical Physics Letters 76(1), 1980
The gas-phase molecular structure of silyl(methyl)-acetylene (1-silabut-2-yne), determined by electron diffraction
CRADOCK, Journal of Molecular Structure 77(1-2), 1981
The molecular structure of difluorophosphine selenide,determined using a combination of gas electron diffraction and liquid-crystal NMR data
BOYD, Journal of Molecular Structure 71(), 1981
Self-consistent molecular orbital methods. 21. Small split-valence basis sets for first-row elements
Binkley, Journal of the American Chemical Society 102(3), 1980
Self-consistent molecular orbital methods. 24. Supplemented small split-valence basis sets for second-row elements
Pietro, Journal of the American Chemical Society 104(19), 1982
Conformational Analysis of 1,4-Disilabutane and 1,5-Disilapentane by Combined Application of Gas-Phase Electron Diffraction and ab Initio Calculations and the Crystal Structure of 1,5-Disilapentane at Low Temperatures
Mitzel, The Journal of Physical Chemistry 100(22), 1996
Structure Analysis Restrained by ab Initio Calculations:  The Molecular Structure of 2,5-Dichloropyrimidine in Gaseous and Crystalline Phases
Blake, The Journal of Physical Chemistry 100(30), 1996
Synthesis of Volatile Cyclic Silylamines and the Molecular Structures of Two 1-Aza-2,5-disilacyclopentane Derivatives.
Mitzel NW, Schmidbaur H, Rankin DW, Smart BA, Hofmann M, Schleyer PR., Inorg Chem 36(20), 1997
PMID: 11670093
1,1,1,4,4,4-Hexachloro-1,4-disilabutane
Mitzel, Acta Crystallographica Section C Crystal Structure Communications 53(9), 1997
Gas Phase Structures and Conformational Properties of 1-Silabutane and 2-Silabutane
Arnason, The Journal of Physical Chemistry A 107(2), 2003
Self-consistent molecular orbital methods. XX. A basis set for correlated wave functions
Krishnan, The Journal of Chemical Physics 72(1), 1980
SARACEN – molecular structures from theory and experiment: the best of both worlds
Mitzel, Dalton Transactions (19), 2003
Self—Consistent Molecular Orbital Methods. XII. Further Extensions of Gaussian—Type Basis Sets for Use in Molecular Orbital Studies of Organic Molecules
Hehre, The Journal of Chemical Physics 56(5), 1972
Gas-phase molecular structure of bis(difluorophosphino)amine, determined by electron diffraction
Huntley, Journal of the Chemical Society Dalton Transactions (6), 1980
Tetraborane(10), B4H10: structures in gaseous and crystalline phases
Brain, Journal of the Chemical Society Dalton Transactions (24), 1996
The influence of polarization functions on molecular orbital hydrogenation energies
Hariharan, Theoretica Chimica Acta 28(3), 1973

Export

0 Marked Publications

Open Data PUB

Web of Science

View record in Web of Science®

Sources

PMID: 15820874
PubMed | Europe PMC

Search this title in

Google Scholar