112486-68-7Relevant academic research and scientific papers
Influence of Nucleophiles on the High Temperature Aqueous Isomerization of cis- to trans-Cinnamic Acid
Reed, Gregg A.,Dimmel, Donald R.,Malcolm, Earl W.
, p. 6364 - 6371 (1993)
The rate of isomerization of cis- to trans-cinnamic acid in water at 195 deg C was monitored as a function of added nucleophile.The expected nucleophile addition products were not observed but could be synthesized and, when subjected to the reaction conditions, rapidly converted to trans-cinnamic acid.Deuterium labeling studies indicated that proton abstraction was not the rate-determining step, that the α-deuterium of α,β-dideuterio-cis-cinnamic acid was rapidly exchanged for an α-hydrogen atom without loss of the cis geometry, and that some direct isomerization of cis- to trans-cinnamic acid occured without the loss of vinyl deuterium atoms.The isomerization appears to involve an addition-elimination mechanism in the case of HO(1-) and HS(1-) ions, with the former more effective.Anthrahydroquinone ion was quite effective, meaning that it was a superior nucleophile or was promoting reactions by another mechanism (possibly electron tranfer chemistry).The results have bearing on the rate-determining step in one of the delignification mechanisms occurring during the pulping of wood.
Visible Light-Mediated Photocatalytic Metal-Free Cross-Coupling Reaction of Alkenyl Carboxylic Acids with Diarylphosphine Oxides Leading to β-Ketophosphine Oxides
Qian, Hai-Feng,Li, Cheng-Kun,Zhou, Zhi-Hao,Tao, Ze-Kun,Shoberu, Adedamola,Zou, Jian-Ping
supporting information, p. 5947 - 5951 (2018/09/21)
A new visible light-mediated photocatalytic decarboxylative oxyphosphorylation of cinnamic acids with diarylphosphine oxides is described. This reaction is performed under mild conditions to afford the corresponding β-ketophosphine oxides.
A NEW SYNTHESIS OF VINYLPHOSPHONIUM SALTS. APPLICATION FOR DEUTERIUM LABELING(1)
Larpent, Chantal,Patin, Henri
, p. 4577 - 4580 (2007/10/02)
Nucleophilic additions of water-soluble phosphines on γ-alcynic acids afford new vinylphosphonium salts which are easily transformed into specifically deuteriated olefins or phosphine oxides by using sequentially H2O or D2O.
