Methylidynetrisphosphonates: Promising C 1 building block for the design of phosphate mimetics

Methylidynetrisphosphonates are representatives of geminal polyphosphonates bearing three phosphonate (PO 3 H 2 ) groups at the bridged carbon atom. Like well-known methylenebisphosphonates (BPs), they are characterized by a P–C–P backbone structure and are chemically stable mimetics of the endogeno...

Full description

Saved in:
Bibliographic Details
Published in:Beilstein journal of organic chemistry 2013-05, Vol.9, p.991-1001
Main Authors: Romanenko, Vadim D, Kukhar, Valery P
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Methylidynetrisphosphonates are representatives of geminal polyphosphonates bearing three phosphonate (PO 3 H 2 ) groups at the bridged carbon atom. Like well-known methylenebisphosphonates (BPs), they are characterized by a P–C–P backbone structure and are chemically stable mimetics of the endogenous metabolites, i.e., inorganic pyrophosphates (PP i ). Because of its analogy to PP i and an ability to chelate metal ions, the 1,1,1-trisphosphonate structure is of great potential as a C 1 building block for the design of phosphate mimetics. The purpose of this review is to present a concise summary of the state of the art in trisphosphonate chemistry with particular emphasis on the synthesis, structure, reactions, and potential medicinal applications of these compounds.
ISSN:1860-5397
1860-5397
DOI:10.3762/bjoc.9.114