Application of Silicon-based Methodologies for the Synthesis of Functionalized Mono- and Bisphosphonic Acids

Fully scalable one-pot method for the production of phosphonic graphene derivatives

“…As can be seen, only a few examples of graphene derivatives functionalized with phosphonic acid can be found in the literature. The synthesis of phosphonic and bisphosphonic acids, which are widely used as detergents, pharmaceuticals (mainly for osteoporosis treatment), corrosion inhibitors, selective adsorbents and catalysts, is well known [7–9]. One of the most commonly used reactions is the conversion of carboxylic acids into the respective bisphosphonic acids using a mixture of PCl 3 and H 3 PO 3 [9].…”

“…The synthesis of phosphonic and bisphosphonic acids, which are widely used as detergents, pharmaceuticals (mainly for osteoporosis treatment), corrosion inhibitors, selective adsorbents and catalysts, is well known [7–9]. One of the most commonly used reactions is the conversion of carboxylic acids into the respective bisphosphonic acids using a mixture of PCl 3 and H 3 PO 3 [9]. In this paper, we present a reaction adapted from classical organic chemistry as a convenient route for the functionalization of graphene with phosphonate groups.…”

Synthesis of the New Types of N‐Unsubstituted Aminomethylenebisorganophosphorus Acids and Their Derivatives

“…The starting trimethylsilyl esters of trivalent phosphorus acids were prepared as described in [15,16], and the starting hydrochlorides of ethoxymethylene imines were discussed in Ref. All reactions were carried out under dry argon in anhydrous solvents.…”

Methylidynetrisphosphonates: Promising C1 building block for the design of phosphate mimetics

“…Thus, although the bisphosphonate PhCH 2 CH(PO 3 Et 2 ) 2 smoothly undergoes hydrolysis to the corresponding bisphosphonic acid by treatment with HCl under reflux, benzyltrisphosphonate PhCH 2 C(PO 3 Et 2 ) 3 undergoes dephosphonylation under similar conditions [25–26]. Synthesis of free trisphosphonic acids could be carried out by transsilylation of the corresponding hexaalkyl trisphosphonates with Me 3 SiBr in the presence of a base followed by hydrolysis or alcoholysis [42]. This methodology has been particularly successful for preparing the parent methylidynetriphosphonic acid and its salts.…”