Abstract
A review of the attempts to create a C--As bond in aliphatic arsonic acids using a variety of As(III) nucleophiles and carbon electrophiles is presented together with our additional efforts on this subject. The results suggest that the Meyer reaction cannot be realized by bulky As(III) nucleophiles or substrate electrophiles most likely from inability to attain the S N 2 transition state. The reaction cannot be run in organic solvents but works in aqueous or aqueous/alcoholic alkaline arsenite solutions, and the main challenge is to render a lipophilic substrate water soluble. Such a substrate is the f -halocarboxylic acid due to its hydrophilic --CHXCOO m part which after conversion to --CH(AsO 3 H 2 )COOH and decarboxylation, yields the aliphatic arsonic acid. The mechanisms for these two reactions have been studied and the conditions for optimal yields have been found. Thus a new, and most likely a widely applicable, strategy for the preparation of aliphatic arsonic acids is now available.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callMore From: Phosphorus, Sulfur, and Silicon and the Related Elements
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
