28000-59-1Relevant academic research and scientific papers
Reactions of Carbonyl Compounds with Tervalent Phosphorus Reagents. Part 12. Aromatic Aldehydes with Bromophosphines and Phosphorus Tri-iodide
Michie, Jacqui,Miller, J. Allen,Nunn, M. John,Stewart, Denis
, p. 1744 - 1749 (1981)
The reactions of aromatic aldehydes with phosphorus tribromide (4a), with phosphorus 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.
Electrocatalytic Reduction of Benzal Chloride by Cobalt(I)(salen). A Mechanistic Investigation
Fry, Albert J.,Sirisoma, U. Nilantha
, p. 4919 - 4924 (2007/10/02)
Benzal chloride (6) is converted to a mixture consisting primarily of cis- and trans-stilbene (12) by the action of electrochemically-generated cobalt(I)(salen)(1-) (5).The process involves a saquence involving electrocatalytic conversion of benzal chloride to a mixture of the stereoisomeric 1,2-dichloro-1,2-diphenylethanes (10), followed by electrocatalyzed conversion of the latter to 12.Voltammograms of Co(II)(salen) (4) in the presence of varying amounts of 6 exhibit peaks both before and after that due to reduction of 4.The voltammetric data and other chemical evidence is interpreted in light of previously-suggested mechanism for stilbene formation.
