Platin als Amino‐Schutzgruppe: Platin(IV)‐Komplexe mit α‐Aminosäurechloriden

Purucker, Bernhard; Beck, Wolfgang

doi:10.1002/cber.19741071103

Cited by 11 publications

(3 citation statements)

References 10 publications

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“…Even complexes with coordinated α-amino acid chlorides as ligands Cl 4 Pt(NH 2 CHRC(O)Cl) 2 (43) [211] and cis-and trans-Cl 2 M(NH 2 CHR(O)Cl) 2 42 (M = Pt, Pd) [212,213] could be isolated, e. g. from 51 (Scheme 9).…”

Section: Platinum(ii) and Palladium(ii) As Amino-protective Groupsmentioning

confidence: 99%

Metal Complexes of Biologically Important Ligands, CLXXII [1]. Metal Ions and Metal Complexes as Protective Groups of Amino Acids and Peptides – Reactions at Coordinated Amino Acids

Beck

2009

Zeitschrift Für Naturforschung B

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The introduction of protective groups into multifunctional molecules, e. g. into amino acids for peptide synthesis, and their removal are one of the most important techniques and strategies in Organic Chemistry [2]. Amino acids, their anions and derivatives are versatile ligands, and the leading idea to protect the N- or C-terminus of amino acids by metal ions or by metal complexes has opened interesting chapters which reach from classical coordination and bioinorganic chemistry to modern organometallic and bioorganometallic chemistry [3]

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Section: Platinum(ii) and Palladium(ii) As Amino-protective Groupsmentioning

confidence: 99%

Metal Complexes of Biologically Important Ligands, CLXXII [1]. Metal Ions and Metal Complexes as Protective Groups of Amino Acids and Peptides – Reactions at Coordinated Amino Acids

Beck

2009

Zeitschrift Für Naturforschung B

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“…Analog wurden auch Diaminopropionsäure- [6], Ethylendiamin-N,N'-diessigsäure- [7] und Methioninkomplexe [8] sowie Komplexe der Dipeptide Glycylglycin, Glycylalanin [9], Glycylmethionin und Alanylmethionin [10] erhalten. Als Oxidationsmittel wurde auch Phosphorpentachlorid eingesetzt [11,12], Auf diese Weise sind sehr reaktive Platin(IV)-Aminosäure-chlorid-Komplexe zugänglich [11,12].…”

Section: Diskussion Und Ergebnisseunclassified

“…Über Aminosäure-und Peptidkomplexe von Platin(IV) ist weniger bekannt [2][3][4][5][6][7][8][9][10][11][12]. In Fortführung unserer Arbeiten über a-Aminosäure-Komplexe [1] berichten wir über einige neue Platin(IV)-Verbindungen.…”

Section: Introductionunclassified

Metallkomplexe mit biologisch wichtigen Liganden, XXXIX [1]. Platin(IV)-Komplexe mit α-Aminosäure-und Peptidestern; ¹⁵N-und ¹⁹⁵Pt-NMR-Spektren von α-Aminosäuren-Platin-Komplexen / Metal Complexes with Biologically Important Ligands, XXXIX [1]. Platinum(IV) Complexes with α-Amino Acid Esters and Peptide Esters; ¹³N and ¹⁹⁵Pt NMR Spectra of Platinum Complexes with α-Amino Acids

Bissinger¹,

Beck²

1985

Zeitschrift Für Naturforschung B

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The platinum(IV) complexes PtX4L2 (X = Cl, Br; 2 X = oxalate; L = glyOEt, glyglyOEt, gly-cleuOEt; 2 L = metOEt) have been obtained by oxidative addition of halogenes to platinum(II) compounds PtX2L2. A high field shift of δ15N ( ∼ 50 ppm) is observed for the coordinated amino acid ligand of various platinum complexes, compared to the free ligand. Platinum(II) and platinum(IV) can be distinguished by their 195Pt NMR signals.

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Übergangsmetall‐Carben‐Komplexe, LXXXV. Pentacarbonyl(organylcarben)chrom‐ und ‐wolfram‐Reste als Amino‐Schutzgruppen für Peptid‐Synthesen

Weiss¹,

Fischer²

1976

Chem. Ber.

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Pentacarbonyl(methoxyorganylcarben)-Komplexe des Chroms und Wolfram (Organyl Pentacarbonyl(orga6yIcarbene)chromium and -tungsten as Amino-Protecting Groups in Peptide SynthesesPentacarbonyl(methoxyorgany1carbene) complexes of chromium and tungsten (organyl = CH,, CsH5) react with amino acid esters to give aminocarbene complexes, in which the pentacarbonyl-(organylcarbenyl) groups act as amino-protecting groups (1 -15). The alkaline hydrolysis of the esters yields derivatives with free carboxyl groups (16-U), at which peptide coupling reactions are carried out by means of the dicyclohexylcarbodiimide/N-hydroxysuccinimide (DCCD/HOSU) method. The carbene complex protective groups can be cleaved off with trifluoroacetic acid (TFE). In the case of pentacarbonyl(organyIcarbeny1)tungsten groups side reactions are observed. The cleavage of the carbene complex protecting group may also be achieved with 80% acetic acid.The pentacarbonyl(phenylcarbenyl)tungsten group of Wpc-Gly-OMe (8) can be cleaved off by BBrs at -25°C. I140 (1976). Praparative Ergebnisse

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Platin als Amino‐Schutzgruppe: Platin(IV)‐Komplexe mit α‐Aminosäurechloriden

Cited by 11 publications

References 10 publications

Metal Complexes of Biologically Important Ligands, CLXXII [1]. Metal Ions and Metal Complexes as Protective Groups of Amino Acids and Peptides – Reactions at Coordinated Amino Acids

Metal Complexes of Biologically Important Ligands, CLXXII [1]. Metal Ions and Metal Complexes as Protective Groups of Amino Acids and Peptides – Reactions at Coordinated Amino Acids

Übergangsmetall‐Carben‐Komplexe, LXXXV. Pentacarbonyl(organylcarben)chrom‐ und ‐wolfram‐Reste als Amino‐Schutzgruppen für Peptid‐Synthesen

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