Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Tris(carbene)borate ligands featuring imidazole-2-ylidene, benzimidazol-2-ylidene, and 1,3,4-triazol-2-ylidene donors. Evaluation of donor properties in four-coordinate {NiNO}10 complexes.

ABSTRACT: The synthesis and characterization of new tris(carbene)borate ligand precursors containing substituted benzimidazol-2-ylidene and 1,3,4-triazol-2-ylidene donor groups, as well as a new tris(imidazol-2-ylidene)borate ligand precursor are reported. The relative donor strengths of the tris(carbene)borate ligands have been evaluated by the position of ?(NO) in four-coordinate {NiNO}(10) complexes, and follow the order: imidazol-2-ylidene > benzimidazol-2-ylidene > 1,3,4-triazol-2-ylidene. There is a large variation in ?(NO), suggesting these ligands to have a wide range of donor strengths while maintaining a consistent ligand topology. All ligands are stronger donors than Tp* and Cp*.

SUBMITTER: Munoz SB

PROVIDER: S-EPMC3524973 | biostudies-literature | 2012 Dec

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Tris(carbene)borate ligands featuring imidazole-2-ylidene, benzimidazol-2-ylidene, and 1,3,4-triazol-2-ylidene donors. Evaluation of donor properties in four-coordinate {NiNO}10 complexes.

Muñoz Salvador B SB Foster Wallace K WK Lin Hsiu-Jung HJ Margarit Charles G CG Dickie Diane A DA Smith Jeremy M JM

Inorganic chemistry 20121109 23

The synthesis and characterization of new tris(carbene)borate ligand precursors containing substituted benzimidazol-2-ylidene and 1,3,4-triazol-2-ylidene donor groups, as well as a new tris(imidazol-2-ylidene)borate ligand precursor are reported. The relative donor strengths of the tris(carbene)borate ligands have been evaluated by the position of ν(NO) in four-coordinate {NiNO}(10) complexes, and follow the order: imidazol-2-ylidene > benzimidazol-2-ylidene > 1,3,4-triazol-2-ylidene. There is a ...[more]

PMID: 23140462

Similar Datasets

Gold(I) and Palladium(II) Complexes of 1,3,4-Trisubstituted 1,2,3-Triazol-5-ylidene "Click" Carbenes: Systematic Study of the Electronic and Steric Influence on Catalytic Activity.

Project description:The synthesis of a small family of six electronically and sterically modified 1,3,4-trisubstituted 1,2,3-triazol-5-ylidene gold(I) chloride complexes is described. Additionally, the corresponding trans-[PdBr2(iPr2-bimy)(1,3,4-trisubstituted 1,2,3-triazol-5-ylidene)] complexes are also generated and used to examine the donor strength of the 1,3,4-trisubstituted 1,2,3-triazol-5-ylidene ligands. All compounds have been characterized by 1H and 13C NMR and IR spectroscopy, high-resolution electrospray mass spectrometry (HR-ESI-MS), and elemental analysis. The molecular structures of four of the gold(I) and four of the palladium(II) complexes were determined using X-ray crystallography. Finally, it is demonstrated that these 1,2,3-triazol-5-ylidene gold(I) chloride complexes (Au(trz)Cl) are able to catalyze the cycloisomerization of 1,6-enynes, in high yield and regioselectivity, as well as the intermolecular direct etherification of allylic alcohols. Exploiting the Au(trz)Cl precatalysts allowed the etherification of allylic alcohols to be carried out under milder conditions, with better yield and regioselectivity than selected commercially available gold(I) catalysts.

| S-EPMC3862405 | biostudies-literature

Tetra-butyl-ammonium tris-(methyl-sulfanylmeth-yl)phenyl-borate.

Project description:In the title molecular salt, C(16)H(36)N(+)·C(12)H(20)BS(3) (-), three of the four n-butyl chains show a trans conformation, whereas the fourth has the C-C-C-C torsion angle in a gauche conformation [-77.8?(5)°]. In the crystal, mol-ecules are packed in layers parallel to the (101) plane.

| S-EPMC2980150 | biostudies-literature

Tris(2-benzamido-eth-yl)ammonium tetra-fluoro-borate.

Project description:In the title compound, C(27)H(31)N(4)O(3) (+)·BF(4) (-), the central N atom is protonated. The three arms form a pocket and one amidic O atom accepts an inter-molecular hydrogen bond with the protonated amine. The tetra-fluoro-borate anion is outside the cavity and is hydrogen bonded to one amide N atom. Adjacent organic cations are connected by a pair of N-H⋯O hydrogen bonds, forming a chain.

| S-EPMC3006998 | biostudies-literature

Tris(1H-benzimidazol-3-ium-2-ylmeth-yl)amine tris-(2,4,6-trinitro-phenolate) acetonitrile disolvate.

Project description:In the cation of the title salt, C(24)H(24)N(7) (3+)·3C(6)H(2)N(3)O(7) (-)·2C(2)H(3)N, the three benzimidazolium ring systems are oriented to each other at dihedral angles of 10.42 (7), 23.98 (7) and 22.17 (7)°. In the crystal, the cation links to the adjacent picrate anions via N-H⋯O hydrogen bonds; one of independent acetonitrile solvent mol-ecules is also linked to the cation via an N-H⋯N hydrogen bond.

| S-EPMC3379477 | biostudies-literature

1,3,5-Tris(N-phenyl-benzimidazol-2-yl)benzene methanol solvate.

Project description:The main mol-ecule of the title compound, C(45)H(30)N(6)·CH(3)OH, has a non-planar core: the dihedral angles between the benzimidazole rings and the central benzene ring are 20.19?(10), 34.57?(8), and 44.59?(8)°, while the dihedral angles between the peripheral phenyl rings and the attached benzimidazole rings are 84.57?(7), 62.71?(6) and 51.73?(6)°. The tri-substituted benzene mol-ecule is connected to the methanol solvent mol-ecule through an O-H?N hydrogen bond, forming a 1:1 solvate. In the crystal structure, no significant ?-? inter-actions are present, and the mol-ecules are associated through weak C-H?N and C-H?O(methanol) contacts.

| S-EPMC2970194 | biostudies-literature

2,4,5-Tris(pyridin-4-yl)-1H-imidazole monohydrate.

Project description:In the crystal structure of the title compound, C(18)H(13)N(5)·H(2)O, adjacent mol-ecules are linked by O-H?N and N-H?O hydrogen bonds, generating a chain propagating along [001].

| S-EPMC3254476 | biostudies-literature

A tris-spiro metalla-aromatic system featuring Craig-Mobius aromaticity.

Project description:As aromaticity is one of the most fundamental concepts in chemistry, the construction of aromatic systems has long been an important subject. Herein, we report the synthesis and characterization of a tris-spiroaromatic complex, hexalithio spiro vanadacycle 2. The delocalization of the four electrons within the two V 3d orbitals and the π* orbitals of the three biphenyl ligands leads to a 40π Craig-Möbius aromatic system with three metalla-aromatic rings, as revealed by both experimental measurements and theoretical analyses. For comparison, if Cr is used instead of V, a similar Craig-Möbius aromatic system can not be generated. In this case, pentalithio spiro chromacycle 3 is obtained, and the Cr center uses its two 3d orbitals to form two independent metalla-aromatic rings. This work presents a type of aromatic systems that will contribute to both aromaticity theory and organometallic chemistry.

| S-EPMC7910433 | biostudies-literature

2,2',2''-(Nitrilo-trimethyl-ene)tris-(1H-benzimidazol-3-ium) trinitrate.

Project description:In the title compound, C(24)H(24)N(7) (3+)·3NO(3) (-), the cation exhibits a distorted propeller-like conformation in which the benzimid-azolium fragments form dihedral angles of 9.4 (1), 10.7 (1) and 19.1 (1)° with each other. In the crystal, inter-molecular N-H⋯O hydrogen bonds link cations and anions into double ribbons propagated in [100]. Weak inter-molecular C-H⋯O inter-actions further consolidate the packing.

| S-EPMC3052027 | biostudies-literature

Synthesis and reactivity of a tris(carbene) zinc chloride complex.

Project description:The [PhB(tBuIm)3]1- ligand has gained increased attention since it was first reported in 2006 due to its ability to stabilize highly reactive first row transition metal complexes. In this work, we investigate the coordination chemistry of this ligand with redox-inert zinc to understand how a zinc metal center behaves in such a strong coordinating environment. The PhB(tBuIm)3ZnCl (1) complex can be formed via deprotonation of [PhB(tBuIm)3][OTf]2 followed by the addition of ZnCl2. Salt metathesis reaction with nucleophilic n-BuLi yields the highly carbon-rich zinc coordination complex PhB(tBuIm)3ZnBu (2) with three carbene atom donors and one carbanion donor. In contrast, reaction of complex 1 with a less nucleophilic polysulfide reagent, [K.18-C-6]2[S4], leads to the formation of a tetrahedral zinc tetrasulfido complex via protonation of one carbene donor to form PhB(tBuIm)2(tBuImH)Zn(κ2-S4) (3).

| S-EPMC9673275 | biostudies-literature

A Cytotoxic Bis(1,2,3-triazol-5-ylidene)carbazolide Gold(III) Complex Targets DNA by Partial Intercalation.

Project description:The syntheses of bis(triazolium)carbazole precursors and their corresponding coinage metal (Au, Ag) complexes are reported. For alkylated triazolium salts, di- or tetranuclear complexes with bridging ligands were isolated, while the bis(aryl) analogue afforded a bis(carbene) AuI -CNC pincer complex suitable for oxidation to the redox-stable [AuIII (CNC)Cl]+ cation. Although the ligand salt and the [AuIII (CNC)Cl]+ complex were both notably cytotoxic toward the breast cancer cell line MDA-MB-231, the AuIII complex was somewhat more selective. Electrophoresis, viscometry, UV-vis, CD and LD spectroscopy suggest the cytotoxic [AuIII (CNC)Cl]+ complex behaves as a partial DNA intercalator. In silico screening indicated that the [AuIII (CNC)Cl]+ complex can target DNA three-way junctions with good specificity, several other regular B-DNA forms, and Z-DNA. Multiple hydrophobic π-type interactions involving T and A bases appear to be important for B-form DNA binding, while phosphate O⋅⋅⋅Au interactions evidently underpin Z-DNA binding. The CNC ligand effectively stabilizes the AuIII ion, preventing reduction in the presence of glutathione. Both the redox stability and DNA affinity of the hit compound might be key factors underpinning its cytotoxicity in vitro.

| S-EPMC8251726 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data