Abstract
The reactions of aromatic aldehydes with phosphorus tribromide (4a), with phosphours tri-iodide (3), and with bromodiphenylphosphine (4b) have been investigated in detail. Both the trihalides react as electrophiles to produce high yields of the appropriate benzylidene dihalide. Thereafter, these reactions differ from each other and from that of phosphorus trichloride. Bromodiphenylphosphine (4b) reacts in biphilic fashion to produce (α-bromobenzyl)diphenylphosphine oxide (15). This oxide is readily dehalogenated under the reaction conditions and in model studies. Cyanodiphenylphosphine is unreactive towards benzaldehyde These halogenophosphine reactions confirm the generality of the trends first observed with chlorophosphines and that the nature of the other two ligands on phosphorus determines the mode of reaction with aldehydes.
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: Journal of the Chemical Society, Perkin Transactions 1
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.
