Diammin-dihydroxo-palladium(II), ein neues Agens für die Komplexierung von Kohlenhydraten

Kästele, Xaver; Klüfers, Peter; Kunte, Thomas

doi:10.1002/1521-3749(200109)627:9<2042::aid-zaac2042>3.0.co;2-2

Cited by 11 publications

(6 citation statements)

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“…Attempts to crystallize some of the tetraol–palladium complexes were successful for the binuclear erythritolato compound, which was obtained in the form of yellow crystals from palladium‐rich solutions. Crystals of [Pd 2 (en) 2 (Eryt1,2;3,4H −4 )]⋅10H 2 O ( 1 ), the decahydrate of the main solution species, are composed of almost‐flat, centrosymmetric molecules (Figure 1 and Table 3) whose structure resembles that of the ammine analogue 6. The alkoxo O atoms of the fully deprotonated, tetraanionic erythritolato ligands act as hydrogen‐bond acceptors in two H bonds each.…”

Section: Resultsmentioning

confidence: 99%

“…Crystals of [Pd 2 (en) 2 (Eryt1,2;3,4H À4 )]·10H 2 O (1), the decahydrate of the main solution species, are composed of almost-flat, centrosymmetric molecules ( Figure 1 and Table 3) whose structure resembles that of the ammine analogue. [6] The alkoxo O atoms of the fully deprotonated, tetraanionic erythritolato ligands act as hydrogen-bond acceptors in two H bonds each.…”

Section: Erythritol and Threitol: The Basic Binucleating Bisa C H T Umentioning

confidence: 99%

“…However, owing to accidental signal overlap and ambiguities regarding the correct assignment of signals to the individual carbon (7), C1ÀO1 1.434(4), C2ÀO2 1.421(9), C3ÀO3 1.441(9), C4ÀO4 1.427(9), C5ÀO5 1.438(9), C1ÀC2 1.531 (7), C2À C3 1.532(10), C3ÀC4 1.534(3), C4ÀC5 1.513 (10). Bond and torsion angles (5), C3ÀO3 1.435(5), C4ÀO4 1.430(5), C5ÀO5 1.431(5), C1ÀC2 1.520(6), C2À C3 1.537(6), C3ÀC4 1.518 (7), C4ÀC5 1.526 (6). Bond and torsion angles (8): O2ÀPd1ÀO1 85.24(12), N1ÀPd1ÀN2 84.08(15), C1ÀC2ÀC3 115.6(4), C4ÀC3ÀC2 117.0(4), O4ÀC4ÀC5 106.3(4), C3ÀC4ÀC5 112.8(4), O5ÀC5À C4 114.4(4); O1ÀC1ÀC2ÀO2 53.6(5), O3ÀC3ÀC4ÀO4 43.4 (5).…”

Section: D-mannitol and Dulcitol: Hydrogen Bonding Versus Metal Coordmentioning

confidence: 99%

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Sugar‐Alcohol Complexes of Palladium(II): On the Variable Rigidity of Open‐Chain Carbohydrate Ligands

Allscher

Kästele

Kettenbach

et al. 2007

Chemistry An Asian Journal

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The C4, C5, and C6 sugar alcohols erythritol (Eryt), D-threitol (D-Thre), D-arabitol (D-Arab), ribitol (Ribt), xylitol (Xylt), dulcitol (Dulc), and D-mannitol (D-Mann) form chelate complexes upon dissolution in Pd-en, an aqueous solution of [Pd(II)(en)(OH)2]. Stability rules are derived from the proportion of a respective species in the solution equilibrium. Crystal-structure analysis supports the NMR spectroscopic results for a series of binuclear compounds that contain the sugar alcohols as tetraanionic polyolato ligands: [Pd2(en)2(ErytH(-4))] x 10 H2O, [Pd2(en)2(D-Arab1,2;3,4H(-4))] x 7 H2O, [Pd2(en)2(Xylt1,2;3,4H(-4))] x 4 H2O, [Pd2(en)2(D-Mann1,2;3,4H(-4))] x 5 H2O, and [Pd2(en)2(Dulc2,3;4,5H(-4))] x 6 H2O. In the case of the pentitols and hexitols, the metalated tetraanions are stabilized by intramolecular hydrogen bonds. The hydrogen bonds uniformly connect an alkoxide acceptor to the hydroxy donor group located at the delta carbon atom. As a consequence of hydrogen bonding, the open-chain carbohydrate ligands become rigid. Crystal-structure analysis provides information on the configurational requirements for rigidity. According to these rules, the hydrogen-bond-supported Dulc2,3;4,5H(-4) tetraanion provides a geometrically persistent ligating pattern. Intramolecular hydrogen bonding seems to be the most-competitive variable to metalation of a polyol. [Pd2(tm-2,1:3,2-tet)(OH)3]OH (tm-2,1:3,2-tet = 1,3-bis(2'-dimethylaminoethyl)hexahydropyrimidine) is a metallizing agent that can force full metalation even in a case as intractable as that of dulcitol. Accordingly, [Pd4(tm-2,1:3,2-tet)2-(DulcH(-6))]Cl2 x 16 H2O contains the fully deprotonated hexitol as the ligand.

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Section: Resultsmentioning

confidence: 99%

Section: Erythritol and Threitol: The Basic Binucleating Bisa C H T Umentioning

confidence: 99%

Section: D-mannitol and Dulcitol: Hydrogen Bonding Versus Metal Coordmentioning

confidence: 99%

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Sugar‐Alcohol Complexes of Palladium(II): On the Variable Rigidity of Open‐Chain Carbohydrate Ligands

Allscher

Kästele

Kettenbach

et al. 2007

Chemistry An Asian Journal

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“…Preparation : Pd‐en8 and Pd‐NH 3 12 were prepared as described earlier; Pd‐MeNH 2 and Pd‐ i PrNH 2 were prepared by an analogous procedure as for Pd‐NH 3 .…”

Section: Methodsmentioning

confidence: 99%

Palladium(II) Complexes of the Reducing Sugars D‐Arabinose, D‐Ribose, rac‐Mannose, and D‐Galactose

Klüfers

Kunte

2003

Chemistry A European J

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The cellulose solvent Pd-en, an aqueous solution of [(en)Pd(II)(OH)(2)] (en=ethylenediamine), reacts with the monosaccharides D-arabinose (D-Ara), D-ribose (D-Rib), rac-mannose (rac-Man), and D-galactose (D-Gal) under formation of dimetalated aldose complexes, if the molar ratio of Pd and sugar is 2:1 or larger. In the Pd(2) complexes, the aldoses are tetra-deprotonated and act as bisdiolato ligands. Two crystalline pentose complexes were isolated: [(en)(2)Pd(2)(beta-D-Arap1,2,3,4 H(-4))].5 H(2)O (1) and [(en)(2)Pd(2)(beta-D-Ribp1,2,3,4 H(-4))].6.5 H(2)O (2), along with two hexose complexes. With rac-Man, the major solution species is crystallized as the 9.4-hydrate [(en)(2)Pd(2)(beta-rac-Manp1,2,3,4 H(-4))].9.4 H(2)O (3). From the respective D-Gal solutions, [(en)(2)Pd(2)(beta-D-Galf1,3,5,6 H(-4))].5 H(2)O.C(2)H(5)OH (4), with the sugar tetraanion in its furanose form, is crystallized though it is not the major species, rather the second most abundant in purely aqueous solutions. The Galf species is enriched in the mother liquors to the extent of 25 % of total sugar content. Substitution of the en ligand by two molecules of ammonia, methylamine, or isopropylamine, respectively, results in the formation of different solution species. With the bulkiest ligand, isopropylamine, monometalation of the aldoses in the 1,2-position is exclusively observed.

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“…21,22 Because complexes formed are diamagnetic low-spin-d 8 species, Pd-en is an analytical tool that allows the use of NMR spectroscopy in complexation studies. A peculiarity of the palladium solvents is a key point in this work: the complexes are kinetically inert with respect to ligand exchange on the NMR timescale.…”

Section: Pd-tmen: Nomenclature and Classificationmentioning

confidence: 99%

Conformational fluctuation in palladium(II)–methyl aldopentopyranoside complexes

Allscher¹,

Arendt²,

Klüfers³

2010

Carbohydrate Research

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Diammin-dihydroxo-palladium(II), ein neues Agens für die Komplexierung von Kohlenhydraten

Cited by 11 publications

References 1 publication

Sugar‐Alcohol Complexes of Palladium(II): On the Variable Rigidity of Open‐Chain Carbohydrate Ligands

Sugar‐Alcohol Complexes of Palladium(II): On the Variable Rigidity of Open‐Chain Carbohydrate Ligands

Palladium(II) Complexes of the Reducing Sugars D‐Arabinose, D‐Ribose, rac‐Mannose, and D‐Galactose

Conformational fluctuation in palladium(II)–methyl aldopentopyranoside complexes

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