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South African Journal of Chemistry

On-line version ISSN 1996-840X
Print version ISSN 0379-4350

S.Afr.j.chem. (Online) vol.62  Durban  2009

 

RESEARCH ARTICLE

 

A mechanistic study of hydroboration of 1-octene with 1,3,2-dithiaborolane and 1,3,2-dithiaborinane: Part 2. A DFT study of disproportionation and hydroboration

 

 

Siphamandla W. HadebeI; Ross S. RobinsonI; Hendrik G. KrugerII

IWarren Research Laboratory, School of Chemistry, University of KwaZulu-Natal, Private Bag X01, Scottsville, Pietermaritzburg 3209, South Africa
IISchool of Chemistry, University of KwaZulu-Natal, Private Bag X54001, Westville, Durban 4000, South Africa

 

 


ABSTRACT

The hydroboration reactions of propene with 1,3,2-dithiaborolane and 1,3,2-dithiaborinane in their ground states have been studied using density functional theory (DFT) at the B3LYP/3-21 + G and B3LYP/6-31 + G(d) levels. Hydroboration and disproportionation transition states have been determined and activation energies for these transition states were compared. It has been shown that hydroboration reactions require slightly higher activation energies than disproportionation, and yield thermodynamically more stable products.

Keywords: Hydroboration, disproportionation, DFT, transition states, potential energy surface


 

 

Full text available only in PDF format.

 

Acknowledgements

Financial support from SASOL and the University of KwaZulu-Natal is gratefully acknowledged, as are Drs Arno de Klerk and Hein Strauss for collaborative involvement in this ongoing project.

 

References

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Received 2 December 2008
Revised 9 February 2009
Accepted 25 February 2009

 

 

* Present address: Fischer-Tropsch Refinery Catalysis, Sasol Technology Research and Development, P.O. Box 1, Sasolburg 1947, South Africa.
** To whom correspondence should be addressed. E-mail: robinsonr@ukzn.ac.za

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