Organic Syntheses by Means of Noble Metal Compounds. IX. Preparation of a New Type of π-Allylic Palladium Chloride Complex and Its Carbonylation

Tsuji, Jiro; Imamura, Shinzo; Kiji, Jitsuo

doi:10.1021/ja01074a056

Cited by 38 publications

(9 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The first palladium catalysts developed in the 1960's were shown to be active at much lower temperature (about 100℃) than cobalt catalysts. [89][90][91][92][93] The introduction of phosphine ligands into the palladium system by Drent and co-workers in the 1980's led to a major progress in the field of alkoxycarbonylation. 94 The reader will now have an overview of a diphosphine ligand that shows outstanding activities towards the alkoxycarbonylation reaction.…”

Section: The Alkoxycarbonylationmentioning

confidence: 99%

Polymer precursors from catalytic reactions of natural oils

et al. 2012

View full text Add to dashboard Cite

Dimethyl 1,19-nonadecanedioate is produced from the methoxycarbonylation of commercial olive, rapeseed or sunflower oils in the presence of a catalyst derived from [Pd 2 (dba) 3 ], bis(ditertiarybutylphosphinomethyl)benzene (BDTBPMB) and methanesulphonic acid (MSA). The diester is then hydrogenated to 1,19-nonadecanediol using Ru/1,1,1-tris-(diphenylphosphinemethyl)ethane (triphos). 1,19-Nonadecadienoic acid is hydrogenated to short chain oligoesters, which can themselves be hydrogenated to 1,19-nonadecanol by hydrogenation in the presence of water.

show abstract

Section: The Alkoxycarbonylationmentioning

confidence: 99%

Polymer precursors from catalytic reactions of natural oils

et al. 2012

View full text Add to dashboard Cite

show abstract

“…This indicates that the CO insertion is an electrophilic reaction. In contrast to (η 3 -allyl)Fe(CO) 2 (NO) complexes, η 3 -allylic Ni and Pd complexes having a methoxycarbonyl group can easily undergo CO insertion. , …”

Section: Resultsmentioning

confidence: 99%

CO Insertion of (η³-allyl)Fe(CO)₂(NO) Complexes by Diphosphines

et al. 1996

View full text Add to dashboard Cite

Allyl groups of (η3-allyl)Fe(CO)2(NO) complexes undergo regioselective cabonylation at the less substituted carbon of the η3-allyl ligands in the presence of 1,2-bis(diphenylphosphino)ethane to give (β,γ-unsaturated acyl)Fe(CO)(NO)(dppe) complexes in good yields. X-ray analysis of the acyl complex thus obtained revealed that the complex has a trigonal bipyramid geometry. A characteristic substituent effect of the η3-allyl ligands on the CO insertion reaction was observed.

show abstract

“…We attempted the three component reaction of butadiene, aldehyde, and acetoacetate or cyanoacetate in the absence of a base, expecting the formation of 20 without success. Instead, the aldehyde and cyanoacetate reacted with butadiene separately to afford 18 and 21 (Scheme 10) [12].…”

Section: Birth Of P-allylpalladium Chemistrymentioning

confidence: 99%

Recollections of organopalladium chemistry

Tsuji¹

1999

Pure and Applied Chemistry

View full text Add to dashboard Cite

Organopalladium chemistry has 40 years' history. It was born in late 1950s by the invention of the Wacker process. Inspired by the Wacker reaction, we discovered the ®rst example of the carbon±carbon bond formation by means of a Pd complex, and opened the ®eld of p-allylpalladium chemistry. Historical account of organopalladium chemistry, and major accomplishments in our laboratory in 1960s are presented.

show abstract

Organic Syntheses by Means of Noble Metal Compounds. IX. Preparation of a New Type of π-Allylic Palladium Chloride Complex and Its Carbonylation

Cited by 38 publications

References 1 publication

Polymer precursors from catalytic reactions of natural oils

Polymer precursors from catalytic reactions of natural oils

CO Insertion of (η³-allyl)Fe(CO)₂(NO) Complexes by Diphosphines

Recollections of organopalladium chemistry

Contact Info

Product

Resources

About

Organic Syntheses by Means of Noble Metal Compounds. IX. Preparation of a New Type of π-Allylic Palladium Chloride Complex and Its Carbonylation

Cited by 38 publications

References 1 publication

Polymer precursors from catalytic reactions of natural oils

Polymer precursors from catalytic reactions of natural oils

CO Insertion of (η3-allyl)Fe(CO)2(NO) Complexes by Diphosphines

Recollections of organopalladium chemistry

Contact Info

Product

Resources

About

CO Insertion of (η³-allyl)Fe(CO)₂(NO) Complexes by Diphosphines