N-(N′, N′, N″, N″-tetramethyl) guanidine-substituted phosphines as monodentate, bidentate or tridentate ligands in transition metal chemistry

Münchenberg, Jochen; Fischer, Axel; Thönnessen, Holger; Jones, Peter G.; Schmutzler, Reinhard

doi:10.1016/s0022-328x(96)06444-3

Cited by 20 publications

(2 citation statements)

References 27 publications

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“…The bonding mode in 6 can be compared with that found in some complexes of guanidino-substituted phosphanes, in which an amino group N atom and a P atom are coordinated to a metal. [21] We calculated the structure of complex 6 using the B3LYP functional in combination with the def2-TZVP basis set. A comparison between calculated and experimentally determined structures can be found in Table S1 of the Supporting Information.…”

Section: Resultsmentioning

confidence: 99%

The Flexible Coordination Modes of Guanidine Ligands in Zn Alkyl and Halide Complexes: Chances for Catalysis

et al. 2010

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Due to their high basicity, guanidines are versatile ligand systems. In principal, they could use both their imino and amino nitrogen to establish a dative metal–N bond. However, generally only the imino N of a guanidine ligand is bound to a metal. Herein we present some examples in which both the imino and amino groups of guanidine ligands are directly engaged in the bonding to a metal ion. Under certain conditions the amino group could establish an additional link to a metal center acting as a hemilabile ligand. This result is likely to be of relevance for catalytic reactions, demonstrating the possibility to stabilize a vacancy at the metal (for instance generated by ligand dissociation).

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Section: Resultsmentioning

confidence: 99%

The Flexible Coordination Modes of Guanidine Ligands in Zn Alkyl and Halide Complexes: Chances for Catalysis

et al. 2010

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“…Bailey et al have investigated the behaviour of monodentate guanidine ligands,7 whereas Coles and co‐workers introduced bicyclic guanidine systems into coordination chemistry 2. These systems are mostly not peralkylated, but meanwhile, peralkylated phosphorus‐8 or silicon‐bridged9 bis‐guanidine systems have been developed. Pruszynski10 Pohl11 and Sundermeyer12 and their co‐workers have investigated peralkylated guanidine systems with organic bridges.…”

Section: Introductionmentioning

confidence: 99%

A Library of Peralkylated Bis‐guanidine Ligands for Use in Biomimetic Coordination Chemistry

et al. 2005

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Keywords: Nitrogen donor ligands / Guanidine ligands / Ligand designA series of bis-guanidine ligands designed for use in biomimetic coordination chemistry has been extended to a library matrix combining unprecedented substitutional flexibility within the guanidyl residues with a wide range of aliphatic and aromatic spacers connecting these functionalities. The underlying protocol can be used with predefined ureas as well as secondary amines to build up these units by reaction with phosgene if the ureas are otherwise unavailable. In the latter case, the resulting urea intermediates do not have to be isolated as the reaction proceeds further with additional phosgene to yield a chloroformamidinium chloride which is transformed into the bis-guanidine functionality by subsequent reaction with a suitable primary diamine in the presence of triethylamine as an auxiliary base. This concept has been used to synthesise and characterise more then two dozen different bis-guanidines based on 12 discrete monoguanidine units and seven different spacers. These spacers have been chosen such that the most important phenotypes have been dealt with and which range from rigid to more flexible scaffolds. In addition to spacers with no metal-bind-

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N′,N′,N″,N″‐Tetramethylguanidine‐Substituted Phosphoryl Compounds as Ligands in Transition Metal Chemistry – Unusual Modes of Coordination

Münchenberg¹,

Thönnessen²,

Jones³

et al. 1997

Chem. Ber.

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Methyl-and tert-butylphosphonic bis(N',N',N",N"-tetramethylguanidinide) 1 and 2 were allowed to react with various transition metal compounds. The resulting complexes were studied by IR spectroscopy, mass spectrometry and, in the case of 10, by NMR spectroscopy. In the case of the cornpounds 7-10 the metal was coordinated only via the imino nitrogen atoms of 2 (IR evidence). X-ray structure analyses were performed for [L1CoBr2], 5, L2Mn(acac), 6, L2CuC12 9, and L2PdC12 10 (L1 = 1, L2 = 2). In 5 L1 acts as an N,O bridging ligand, leading to tetrahedral coordination at Co and eightmembered (-Co-0-P-N-), rings. In 6 coordination by L2 is solely through the P=O group, occupying the apical site ot the square pyramidal (0,) geometry at Mn. In 9 and 10 L2 chelates the metal atom through two N atoms, leading to PN2M rings; the coordination geometry is distorted planar.

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N-(N′, N′, N″, N″-tetramethyl) guanidine-substituted phosphines as monodentate, bidentate or tridentate ligands in transition metal chemistry

Cited by 20 publications

References 27 publications

The Flexible Coordination Modes of Guanidine Ligands in Zn Alkyl and Halide Complexes: Chances for Catalysis

The Flexible Coordination Modes of Guanidine Ligands in Zn Alkyl and Halide Complexes: Chances for Catalysis

A Library of Peralkylated Bis‐guanidine Ligands for Use in Biomimetic Coordination Chemistry

N′,N′,N″,N″‐Tetramethylguanidine‐Substituted Phosphoryl Compounds as Ligands in Transition Metal Chemistry – Unusual Modes of Coordination

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