75784-55-3Relevant academic research and scientific papers
Novel preparation of ion-supported triphenylphosphines and their synthetic utility
Imura, Yumi,Shimojuh, Naoya,Kawano, Yuhta,Togo, Hideo
scheme or table, p. 3421 - 3426 (2010/06/19)
Novel ion-supported Ph3P compounds, 4-(diphenylphosphino)- benzyltrimethylammonium bromide (A) and N-methyl-N-[4-(diphenylphosphino) -benzyl]pyrrolidinium bromide (B), were prepared. Because of their stability in air, ion-supported Ph3P A and B could be used for the halogenation of alcohols, the esterification of carboxylic acid with the Mitsunobu reaction, the Mizoroki-Heck reaction, and the Sonogashira reaction. The advantages of using these ion-supported Ph3P A and B are the simple isolation of the products by ether extraction due to their poor solubility in ether, and the easy recovery of the co-product, ion-supported Ph3PO, by filtration in high yields (>90%), which could be regenerated and reused for the same reactions, in the halogenation of alcohols and the esterification of carboxylic acid with the Mitsunobu reaction. On the other hand, ionic liquid reaction media containing Pd(OAc)2 or PdCl2 and ion-supported Ph3P A or B as catalysts could be reused for the same Mizoroki-Heck reaction and the Sonogashira reaction maintaining high yields, using iodotoluene with methyl acrylate and phenylacetylene, respectively.
Recyclable self-assembly-supported catalyst for chelation-assisted hydroacylation of an olefin with a primary alcohol
Kim, Do-Won,Lim, Sung-Gon,Jun, Chul-Ho
, p. 2937 - 2940 (2007/10/03)
A novel recyclable catalyst for chelation-assisted hydroacylation of an olefin with a primary alcohol was developed by utilizing a hydrogen-bonding self-assembly motif consisting of a barbiturate bearing 2-aminopyridin-4-yl group and 5-hexyl-2,4,6-triaminopyrimidine. This was further applied to a mixed catalyst system to recycle both organic and organometallic catalysts.
Recyclable self-assembly-supported catalytic system for orthoalkylation
Jong, Huem Yoon,Young, Jun Park,Jun, Hee Lee,Yoo, Jaeho,Jun, Chul-Ho
, p. 2889 - 2892 (2007/10/03)
(Chemical Equation Presented) A new recyclable supported catalyst system for orthoalkylation was devised using a self-assembly consisting of the barbiturate and 2,4,6-triaminopyrimidine H-bonding motifs. At high temperature, the system is completely homog
Synthesis of trans-4-Diphenylphosphinyl Stilbenes
Gloyna, D.,Alder, L.,Henning, H.-G.,Koeppel, H.,Siegmund, M.,Schleinitz, K.-D.
, p. 237 - 246 (2007/10/02)
The reaction of 4-tolyl-diphenylphosphine oxide with N-bromosuccinimide results in 4-diphenylphosphinyl benzylbromide 5 which can be easily converted to (4-diphenylphosphinyl)-benzyl triphenylphosphonium bromide 6 and (4-diphenylphosphinyl)-benzyl diphenylphosphine oxide 7, respectively.In the presence of strong bases 6 and 7 react with aromatic aldehydes 8 to the 4-diphenylphosphinyl substituted stilbenes 1.The yields depend on the nature of base and solvent.The trans configuration of 1 is determined by i.r. and 1H-n.m.r. measurements.
