Abstract
The importance of the pentavalent state to organic chemistry may readily be seen by considering the broad scope of substitution reactions at carbon, silicon, phosphorus, and related elements. In addition to being involved in the transition state of the SN2 reaction of all these elements, substitution at silicon and phosphorus may also involve pentavalent intermediates. In view of the importance of phosphate ester hydrolyses in life processes, it is not surprising that most of our knowledge of such intermediates is concerned with phosphoranes having two or more P—O bonds. The role of such oxyphosphoranes in phosphate hydrolysis and in particular the effects of phosphorane polytopal rearrangements (vide infra) on the stereochemistry of the overall reaction have been reviewed (R-68,R-70, W-68, UR-72).
This is a preview of subscription content, log in via an institution to check access.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Preview
Unable to display preview. Download preview PDF.
Author information
Authors and Affiliations
Rights and permissions
Copyright information
© 1977 Springer-Verlag Berlin Heidelberg
About this chapter
Cite this chapter
Kwart, H., King, K. (1977). Pentacovalency. In: d-Orbitals in the Chemistry of Silicon, Phosphorus and Sulfur. Reactivity and Structure Concepts in Organic Chemistry, vol 3. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-46342-6_5
Download citation
DOI: https://doi.org/10.1007/978-3-642-46342-6_5
Publisher Name: Springer, Berlin, Heidelberg
Print ISBN: 978-3-642-46344-0
Online ISBN: 978-3-642-46342-6
eBook Packages: Springer Book Archive