Nickel(II) chelation by three bicyclic tetrathioethers: solution and solid-state data

Desper, John; Vyvyan, James R.; Mayer, Mathias; Ochrymowycz, L. A.; Gellman, Samuel H.

doi:10.1021/ic00056a007

Cited by 21 publications

(19 citation statements)

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“…Even without the counterbalancing group(s) R, some cyclohexanocrown thioethers adopt predominantly the diaxial conformation mostly due to gauche-repulsion of sulfur atoms [49,50]. However, they have to switch to diequatorial conformation B in complexes, as was shown for trans-cyclohexanotetrathio-14-crown-4 [49].…”

Section: Scn -mentioning

confidence: 98%

Cyclohexane-Based Conformationally Controlled Crowns and Podands

Samoshin¹

2005

MROC

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Section: Scn -mentioning

confidence: 98%

Cyclohexane-Based Conformationally Controlled Crowns and Podands

Samoshin¹

2005

MROC

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“…water and alcohols) are used as solvents, anion coordination by receptors based on HB competes with anion coordination by the solvent and solvent inclusion in the crystal of the anion-receptor adduct may be favoured by its specific binding via HB. Similarly, XB formation favours the inclusion and tight binding of halogenated solvents (usually CH 2 Cl 2 and CHCl 3 , 33 but also CCl 4 34 ) in crystals wherein oxyanions function as XB-acceptors (Fig. 7).…”

Section: Oxyanions 21 General Featuresmentioning

confidence: 99%

Halogen bonding: a general route in anion recognition and coordination

et al. 2010

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This critical review describes how halocarbons can function as effective binding sites of anions via halogen bonding, the noncovalent interaction whereby halogen atoms accept electron density. The focus is on the binding and coordination of oxyanions, by far the most numerous class of anions in organic chemistry. It is shown how a large variety of inorganic and organic oxyanions can form discrete adducts and 1D, 2D, or 3D supramolecular networks with chloro-, bromo-, and iodocarbons. Specific examples are discussed in order to identify new supramolecular synthons based on halogen bonding and to outline some general principles for the design of effective and selective receptors based on this interaction. The interaction allows for several other anions to self-assemble with halocarbons and mention is also given to the halogen bonding-based coordination of halides, polycyano- and polyoxometallates (72 references).

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“…7- 16 Most of the synthetic models contain a mixed-donor environment and only a few square-planar nickel complexes have been synthesized which contain only sulfur donors in the coordination environment. [17][18][19][20][21] With this information, it was decided to synthesize nickel complexes with an S 4 -donor environment, incorporating two thiolate sulfur donors and two thioether sulfur donors. With Ni() this results in a neutral complex, with the thiolate sulfurs being available to bridge to e.g.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterisation and crystal structures of new nickel complexes in S4 coordination spheres; an unprecedented rearrangement during ligand synthesis

Verhagen

Ellis

Lutz

et al. 2002

J. Chem. Soc., Dalton Trans.

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Two new nickel() complexes were synthesized with an S 4 coordination environment. These complexes were synthesized by in situ deprotection of thiouronium salts in the presence of nickel(). The ligands used are 4-mercapto-3,3-methyl-1-phenyl-2-thiabutane (Hbsms) and α,αЈ-bis(4-mercapto-3,3-methyl-2-thiabutyl)-o-xylene (H 2 xbsms). The former is a didentate ligand containing one thioether and one thiolate group and the latter is a dithioether dithiolate tetradentate ligand. The differences between these ligands upon coordination to nickel have been investigated. During the synthesis of these ligands, an unprecedented spontaneous rearrangement occurs, which is very fast and selective to a single product. The complexes were characterized by analytical, spectroscopic and electrochemical methods. The geometry of the nickel complexes is square planar according to the single-crystal X-ray structures. In [Ni(bsms) 2 ] the two ligands are coordinated with the thiolates in trans positions towards each other; in [Ni(xbsms)] the thiolates are in enforced cis positions. [Ni(bsms) 2 ] crystallizes in the triclinic space group P1 and has one centrosymmetric molecule in the unit cell. [Ni(xbsms)] crystallizes in the monoclinic space group P2 1 /c with two independent molecules in the asymmetric unit, however, the differences between these two molecules are very small. The Ni-S distances are 2.1730(4)-2.1909(6) Å and in the common range for thiolates and chelating thioethers.

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Nickel(II) chelation by three bicyclic tetrathioethers: solution and solid-state data

Cited by 21 publications

References 1 publication

Cyclohexane-Based Conformationally Controlled Crowns and Podands

Cyclohexane-Based Conformationally Controlled Crowns and Podands

Halogen bonding: a general route in anion recognition and coordination

Synthesis, characterisation and crystal structures of new nickel complexes in S4 coordination spheres; an unprecedented rearrangement during ligand synthesis

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