Carbonylierung von bis(triphenylphosphin)-platin(II)- und -palladium(II)-komplexen in gegenwart von aminen und α-aminosäureestern

Beck, Wolfgang; Purucker, Bernhard

doi:10.1016/s0022-328x(00)87119-3

Cited by 27 publications

(6 citation statements)

References 18 publications

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“…Tetrakis(triphenylphosphine)platinum(0), tetrakis(triphenylphosphine)palladium(0), palladium(II) acetate, chlorotris(triphenylphosphine)rhodium(I), tetrakis(triphenylphosphine)nickel(0), copper(I) cyanide, and tert -butyl isocyanide are commercial products. Dicarbonylbis(triphenylphosphine)platinum(0), dichlorobis(triphenylphosphine)platinum(II), and chlorotris(triphenylphosphine)cobalt(I) were prepared by the reported procedures.…”

Section: Methodsmentioning

confidence: 99%

Platinum(0)-Catalyzed Diboration of Alkynes with Tetrakis(alkoxo)diborons: An Efficient and Convenient Approach to cis-Bis(boryl)alkenes

et al. 1996

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Tetrakis(methoxo)- or bis(pinacolato)diboron [(RO)2BB(OR)2; (RO)2 = (MeO)2 (4a) and Me4C2O2 (1)] added to both terminal and internal alkynes in the presence of a catalytic amount of Pt(PPh3)4 to provide stereodefined cis-bis(boryl)alkenes (3) in excellent yields. Because reagents and reaction conditions were sufficiently mild, the procedure was readily extended to various functionalized alkynes. Mechanistic study revealed that the oxidative addition of bis(pinacolato)diboron (1) to Pt(PPh3)4 generates cis-Pt(BO2C2Me4)2(PPh3)2 (5), whose structure was fully characterized by multinuclear NMR spectroscopies as well as single-crystal X-ray diffraction analysis. Complex 5 exhibited high reactivity for insertion to the alkyne giving 3 in high yields, thus implying that the oxidative addition of the B−B bond to a Pt(0) complex is an initial step in the platinum(0)-catalyzed diboration of alkynes.

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Section: Methodsmentioning

confidence: 99%

Platinum(0)-Catalyzed Diboration of Alkynes with Tetrakis(alkoxo)diborons: An Efficient and Convenient Approach to cis-Bis(boryl)alkenes

et al. 1996

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“…[76] Following any subsequent trans- (110). [79] Analogous carbamoyl complexes are formed by the reaction of [(Ph 3 P) 2 MCl 2 ] (M Pd, Pt) with CO in the presence of a-amino acid esters (111,112) [80] and by the reaction of [CpFe(CO) 3 ]CF 3 SO 3 with a-amino acid esters (113). [8a] a-Amino acid esters can also be added to coordinated olefins.…”

Section: A-amino Acids and Peptides With Organometallic Protecting Grmentioning

confidence: 99%

Bioorganometallic Chemistry - Transition Metal Complexes withα-Amino Acids and Peptides

Severin¹,

Bergs²,

Beck³

1998

Angewandte Chemie International Edition

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346

153

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A new, interdisciplinary research area has emerged known as bioorganometallic chemistry. It focuses on the introduction of organometallic fragments into biomolecules (see, for example, structure on the right). "Classical" α-amino acid and peptide ligands have proven particularly versatile, and provide access to compounds that display interesting stereochemistry. α-Amino acids and peptides can be synthesized, labeled, stabilized, or activated by organometallic fragments.

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“…The experimental data were consistent with the intermediate formation of a carboxylic‐carbamic anhydride162 (Scheme ). It may be noted that oxidative addition of an amino acid to a metal to give a hydrido‐N,O‐amino acidate complex164 and the nucleophilic addition of an amino acid ester to metal coordinated CO to afford a carbamoyl complex165,166 have been reported.…”

Section: Condensation Of α‐Amino Acids By Carbon Monoxide and An mentioning

confidence: 99%

Metal Complexes of Biologically Important Ligands, CLXXVI.[1] Formation of Peptides within the Coordination Sphere of Metal Ions and of Classical and Organometallic Complexes and Some Aspects of Prebiotic Chemistry

Beck

2011

Zeitschrift anorg allge chemie

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Carbonylierung von bis(triphenylphosphin)-platin(II)- und -palladium(II)-komplexen in gegenwart von aminen und α-aminosäureestern

Cited by 27 publications

References 18 publications

Platinum(0)-Catalyzed Diboration of Alkynes with Tetrakis(alkoxo)diborons: An Efficient and Convenient Approach to cis-Bis(boryl)alkenes

Platinum(0)-Catalyzed Diboration of Alkynes with Tetrakis(alkoxo)diborons: An Efficient and Convenient Approach to cis-Bis(boryl)alkenes

Bioorganometallic Chemistry - Transition Metal Complexes withα-Amino Acids and Peptides

Metal Complexes of Biologically Important Ligands, CLXXVI.[1] Formation of Peptides within the Coordination Sphere of Metal Ions and of Classical and Organometallic Complexes and Some Aspects of Prebiotic Chemistry

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