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Piero Salvadori - One of the best experts on this subject based on the ideXlab platform.
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ptcl3 c2h4 amh complexes containing chiral secondary amines use as chiral derivatizing agents for the enantiodiscrimination of unsaturated compounds by 195Pt NMR Spectroscopy and NMR stereochemical investigation
Journal of Organic Chemistry, 2001Co-Authors: Gloria Uccellobarretta, Raffaella Bernardini, Federica Balzano, Piero SalvadoriAbstract:Ionic complexes [PtCl3(C2H4)]-[AmH]+, containing chiral secondary amines, constitute a versatile class of chiral derivatizing agents (CDAs) for the enantiomeric purity determination of chiral unsaturated compounds via 195Pt NMR Spectroscopy. The NMR conformational analysis allows us to search for the stereochemical basis of their enhanced versatility.
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on the high efficiency of cis dichloro s α methylbenzylamine ethylene platinum ii as chiral derivatizing agent for the determination of the enantiomeric composition of chiral unsaturated ethers by 195Pt NMR Spectroscopy a spectroscopic conformational
Journal of Organometallic Chemistry, 2000Co-Authors: Gloria Uccellobarretta, Raffaella Bernardini, Federica Balzano, Raffaello Lazzaroni, Piero SalvadoriAbstract:Abstract The stereochemistry in solution of the diastereoisomeric complexes cis- dichloro[( S )-α-methylbenzylamine][( S )- and ( R )-3-phenyl-3-methoxybut-1-ene]platinum(II) has been determined by 1 H-NMR Spectroscopy: in the two species the ethereal ligand is involved by its oxygen atom in the formation of an interligand O⋯H–N hydrogen bond with the amine. The remarkable differentiation of the 195 Pt resonances is due to the different positions of amine substituents with respect to the metal.
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[PtCl3(C2H4)]-[(S,S)-(PhMeCH)2NH2]+: A new and versatile ionic organometallic chiral derivatizing agent for the determination of the enantiomeric composition of chiral unsaturated compounds by 195Pt NMR Spectroscopy
Organic Letters, 2000Co-Authors: Gloria Uccello-barretta, Raffaella Bernardini, And Raffaello Lazzaroni, Piero SalvadoriAbstract:The ionic complex [PtCl3(C2H4)]-[(S,S)-(PhMeCH)2NH2]+ containing a chiral secondary amine is a new and versatile chiral derivatizing agent (CDA) for the determination of the enantiomeric composition of several unsaturated compounds including simple olefins: the diastereoisomeric mixtures arising from the exchange of ethylene by the unsaturated analytes are easily detected by 195Pt NMR Spectroscopy.
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ptcl3 c2h4 s s phmech 2nh2 a new and versatile ionic organometallic chiral derivatizing agent for the determination of the enantiomeric composition of chiral unsaturated compounds by 195Pt NMR Spectroscopy
Organic Letters, 2000Co-Authors: Gloria Uccellobarretta, Raffaella Bernardini, And Raffaello Lazzaroni, Piero SalvadoriAbstract:The ionic complex [PtCl3(C2H4)]-[(S,S)-(PhMeCH)2NH2]+ containing a chiral secondary amine is a new and versatile chiral derivatizing agent (CDA) for the determination of the enantiomeric composition of several unsaturated compounds including simple olefins: the diastereoisomeric mixtures arising from the exchange of ethylene by the unsaturated analytes are easily detected by 195Pt NMR Spectroscopy.
Nicholas Farrell - One of the best experts on this subject based on the ideXlab platform.
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reaction of polynuclear platinum antitumor compounds with reduced glutathione studied by multinuclear 1h 1h 15n gradient heteronuclear single quantum coherence and 195Pt NMR Spectroscopy
Inorganic Chemistry, 2003Co-Authors: Michael E Oehlsen, Yun Qu, Nicholas FarrellAbstract:A possible explanation for the low bioavailability of platinum antitumor compounds is their high reactivity with the sulfur-containing tripeptide glutathione (GSH; deprotonated GSH = SG). GSH is located in the intracellular matrix of the cell with a normal concentration of 5−10 mM. In vivo, only a small fraction of the administered drug will migrate into the cell, resulting in relatively high concentrations of GSH compared to that of the drug. The products of the reactions of [{trans-PtCl(NH3)2}2-μ-{trans-Pt(NH3)2(NH2(CH2)6NH2)2}](NO3)4 (BBR3464; 1,0,1/t,t,t, n = 6), [{trans-PtCl(NH3)2}2-μ-(H2N(CH2)6NH2)](NO3)2 (BBR3005; 1,1/t,t, n = 6), [{trans-PtCl(NH3)2}2-μ-(H2N(CH2)3NH2(CH2)4NH2)]Cl3 (BBR3571; 1,1/t,t-spermidine, n = 3, 4), and trans-[PtCl2(NH3)2] (t-DDP) with reduced GSH in phosphate-buffered saline (pH 7.35) have been characterized by 1H, 195Pt, and 1H-15N gradient heteronuclear single-quantum coherence NMR Spectroscopy and high-performance liquid chromatography (HPLC) coupled with electrospray ioni...
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modification of platinum ii antitumor complexes with sulfur ligands 2 reactivity and nucleotide binding properties of cationic complexes of the types ptcl diamine l no3 and ptcl diamine 2 l l no3 2 l monofunctional thiourea derivative l l bifunctiona
Inorganic Chemistry, 1998Co-Authors: Ulrich Bierbach, John D Roberts, Nicholas FarrellAbstract:The reactions of [PtCl(en)(tmtu)]NO3 (1) and [PtCl(dach)(tmtu)]NO3 (2) (en = 1,2-ethanediamine, dach = racemic trans-1,2-cyclohexanediamine, tmtu = 1,1,3,3-tetramethylthiourea) and [{Pt(en)Cl}2{μ-C2H4(NMeCSNMe2)2-S,S‘}](NO3)2 (3) and [{Pt(en)Cl}2{μ-C6H12(NMeCSNMe2)2-S,S‘}](NO3)2·0.5EtOH (4) with 5‘-GMP and r(GpG) and their chemistry in aqueous solution have been investigated by 1H and 195Pt NMR Spectroscopy. 1 and 2 only form the monofunctional adducts [Pt(en)(5‘-GMP-N7)(tmtu)] (I) and [Pt(dach)(5‘-GMP-N7)(tmtu)] (II), irrespective of an excess of free nucleotide. 195Pt NMR chemical shifts of −3003 and −2982 ppm, respectively, confirm a [N3S] mixed-donor environment of platinum. The bulky tmtu ligand in 1 and 2 decreases the rate of hydrolysis of the Pt−Cl bond and the rate of nucleotide binding compared to analogous reactions for cisplatin and structural analogues. The dinuclear complexes 3 and 4 exhibit an unusual rapid intramolecular disproportionation in solution (t1/2 = 2.5 and 12 h, respectively) wh...
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modification of platinum ii antitumor complexes with sulfur ligands 1 synthesis structure and spectroscopic properties of cationic complexes of the types ptcl diamine l no3 and ptcl diamine 2 l l no3 2 l monofunctional thiourea derivative l l bifunct
Inorganic Chemistry, 1998Co-Authors: Ulrich Bierbach, Trevor W Hambley, Nicholas FarrellAbstract:A new class of mono- and dinuclear platinum(II) complexes is described that derives from the cisplatin analogues [Pt(en)Cl2] and [Pt(dach)Cl2] (en = 1,2-ethanediamine, dach = racemic trans-1,2-cyclohexanediamine). The selective substitution of one chloro ligand in these species by 1,1,3,3-tetramethylthiourea (tmtu), which requires abstraction of chloride with silver salt in DMF, gives [PtCl(en)(tmtu)]NO3 (1) and [PtCl(dach)(tmtu)]NO3 (2). Similarly, reactions employing the novel bifunctional thiourea derivatives C2H4(NMeCSNMe2)2 (3) and C6H12(NMeCSNMe2)2 (4) yield the dinuclear complexes [{Pt(en)Cl}2(μ-3-S,S‘)](NO3)2 (5) and [{Pt(en)Cl}2(μ-4-S,S‘)](NO3)2·0.5EtOH (6), respectively. The compounds were characterized by 1H, 13C, and 195Pt NMR Spectroscopy, elemental analyses, and IR data. 195Pt chemical shifts in the −2895 to −2929 ppm region confirm the mixed-donor [PtN2ClS] coordination for 1, 2, 5, and 6 and thiourea-S coordination in all cases. The single-crystal X-ray structures of 2−4 have been determin...
Raffaella Bernardini - One of the best experts on this subject based on the ideXlab platform.
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ptcl3 c2h4 amh complexes containing chiral secondary amines use as chiral derivatizing agents for the enantiodiscrimination of unsaturated compounds by 195Pt NMR Spectroscopy and NMR stereochemical investigation
Journal of Organic Chemistry, 2001Co-Authors: Gloria Uccellobarretta, Raffaella Bernardini, Federica Balzano, Piero SalvadoriAbstract:Ionic complexes [PtCl3(C2H4)]-[AmH]+, containing chiral secondary amines, constitute a versatile class of chiral derivatizing agents (CDAs) for the enantiomeric purity determination of chiral unsaturated compounds via 195Pt NMR Spectroscopy. The NMR conformational analysis allows us to search for the stereochemical basis of their enhanced versatility.
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on the high efficiency of cis dichloro s α methylbenzylamine ethylene platinum ii as chiral derivatizing agent for the determination of the enantiomeric composition of chiral unsaturated ethers by 195Pt NMR Spectroscopy a spectroscopic conformational
Journal of Organometallic Chemistry, 2000Co-Authors: Gloria Uccellobarretta, Raffaella Bernardini, Federica Balzano, Raffaello Lazzaroni, Piero SalvadoriAbstract:Abstract The stereochemistry in solution of the diastereoisomeric complexes cis- dichloro[( S )-α-methylbenzylamine][( S )- and ( R )-3-phenyl-3-methoxybut-1-ene]platinum(II) has been determined by 1 H-NMR Spectroscopy: in the two species the ethereal ligand is involved by its oxygen atom in the formation of an interligand O⋯H–N hydrogen bond with the amine. The remarkable differentiation of the 195 Pt resonances is due to the different positions of amine substituents with respect to the metal.
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[PtCl3(C2H4)]-[(S,S)-(PhMeCH)2NH2]+: A new and versatile ionic organometallic chiral derivatizing agent for the determination of the enantiomeric composition of chiral unsaturated compounds by 195Pt NMR Spectroscopy
Organic Letters, 2000Co-Authors: Gloria Uccello-barretta, Raffaella Bernardini, And Raffaello Lazzaroni, Piero SalvadoriAbstract:The ionic complex [PtCl3(C2H4)]-[(S,S)-(PhMeCH)2NH2]+ containing a chiral secondary amine is a new and versatile chiral derivatizing agent (CDA) for the determination of the enantiomeric composition of several unsaturated compounds including simple olefins: the diastereoisomeric mixtures arising from the exchange of ethylene by the unsaturated analytes are easily detected by 195Pt NMR Spectroscopy.
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ptcl3 c2h4 s s phmech 2nh2 a new and versatile ionic organometallic chiral derivatizing agent for the determination of the enantiomeric composition of chiral unsaturated compounds by 195Pt NMR Spectroscopy
Organic Letters, 2000Co-Authors: Gloria Uccellobarretta, Raffaella Bernardini, And Raffaello Lazzaroni, Piero SalvadoriAbstract:The ionic complex [PtCl3(C2H4)]-[(S,S)-(PhMeCH)2NH2]+ containing a chiral secondary amine is a new and versatile chiral derivatizing agent (CDA) for the determination of the enantiomeric composition of several unsaturated compounds including simple olefins: the diastereoisomeric mixtures arising from the exchange of ethylene by the unsaturated analytes are easily detected by 195Pt NMR Spectroscopy.
Gloria Uccellobarretta - One of the best experts on this subject based on the ideXlab platform.
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ptcl3 c2h4 amh complexes containing chiral secondary amines use as chiral derivatizing agents for the enantiodiscrimination of unsaturated compounds by 195Pt NMR Spectroscopy and NMR stereochemical investigation
Journal of Organic Chemistry, 2001Co-Authors: Gloria Uccellobarretta, Raffaella Bernardini, Federica Balzano, Piero SalvadoriAbstract:Ionic complexes [PtCl3(C2H4)]-[AmH]+, containing chiral secondary amines, constitute a versatile class of chiral derivatizing agents (CDAs) for the enantiomeric purity determination of chiral unsaturated compounds via 195Pt NMR Spectroscopy. The NMR conformational analysis allows us to search for the stereochemical basis of their enhanced versatility.
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on the high efficiency of cis dichloro s α methylbenzylamine ethylene platinum ii as chiral derivatizing agent for the determination of the enantiomeric composition of chiral unsaturated ethers by 195Pt NMR Spectroscopy a spectroscopic conformational
Journal of Organometallic Chemistry, 2000Co-Authors: Gloria Uccellobarretta, Raffaella Bernardini, Federica Balzano, Raffaello Lazzaroni, Piero SalvadoriAbstract:Abstract The stereochemistry in solution of the diastereoisomeric complexes cis- dichloro[( S )-α-methylbenzylamine][( S )- and ( R )-3-phenyl-3-methoxybut-1-ene]platinum(II) has been determined by 1 H-NMR Spectroscopy: in the two species the ethereal ligand is involved by its oxygen atom in the formation of an interligand O⋯H–N hydrogen bond with the amine. The remarkable differentiation of the 195 Pt resonances is due to the different positions of amine substituents with respect to the metal.
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ptcl3 c2h4 s s phmech 2nh2 a new and versatile ionic organometallic chiral derivatizing agent for the determination of the enantiomeric composition of chiral unsaturated compounds by 195Pt NMR Spectroscopy
Organic Letters, 2000Co-Authors: Gloria Uccellobarretta, Raffaella Bernardini, And Raffaello Lazzaroni, Piero SalvadoriAbstract:The ionic complex [PtCl3(C2H4)]-[(S,S)-(PhMeCH)2NH2]+ containing a chiral secondary amine is a new and versatile chiral derivatizing agent (CDA) for the determination of the enantiomeric composition of several unsaturated compounds including simple olefins: the diastereoisomeric mixtures arising from the exchange of ethylene by the unsaturated analytes are easily detected by 195Pt NMR Spectroscopy.
And Raffaello Lazzaroni - One of the best experts on this subject based on the ideXlab platform.
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[PtCl3(C2H4)]-[(S,S)-(PhMeCH)2NH2]+: A new and versatile ionic organometallic chiral derivatizing agent for the determination of the enantiomeric composition of chiral unsaturated compounds by 195Pt NMR Spectroscopy
Organic Letters, 2000Co-Authors: Gloria Uccello-barretta, Raffaella Bernardini, And Raffaello Lazzaroni, Piero SalvadoriAbstract:The ionic complex [PtCl3(C2H4)]-[(S,S)-(PhMeCH)2NH2]+ containing a chiral secondary amine is a new and versatile chiral derivatizing agent (CDA) for the determination of the enantiomeric composition of several unsaturated compounds including simple olefins: the diastereoisomeric mixtures arising from the exchange of ethylene by the unsaturated analytes are easily detected by 195Pt NMR Spectroscopy.
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ptcl3 c2h4 s s phmech 2nh2 a new and versatile ionic organometallic chiral derivatizing agent for the determination of the enantiomeric composition of chiral unsaturated compounds by 195Pt NMR Spectroscopy
Organic Letters, 2000Co-Authors: Gloria Uccellobarretta, Raffaella Bernardini, And Raffaello Lazzaroni, Piero SalvadoriAbstract:The ionic complex [PtCl3(C2H4)]-[(S,S)-(PhMeCH)2NH2]+ containing a chiral secondary amine is a new and versatile chiral derivatizing agent (CDA) for the determination of the enantiomeric composition of several unsaturated compounds including simple olefins: the diastereoisomeric mixtures arising from the exchange of ethylene by the unsaturated analytes are easily detected by 195Pt NMR Spectroscopy.