Crystal structure, microbiological activity and theoretical studies of Ag(I) and Cu(I) coordination polymers with 1,1′-(butane-1,4-diyl)bis(3-methylimidazoline-2-thione) ligand

Beheshti, Azizolla; Babadi, Susan Soleymani; Nozarian, Kimia; Heidarizadeh, Fariba; Ghamari, Narges; Mayer, Péter; Motamedi, Hossein

doi:10.1016/j.poly.2016.02.009

Cited by 20 publications

(17 citation statements)

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“…In addition to the methylene- and ethylene-bridged ligands 608 and 609 , bis(imidazolin-2-thione) ligands with longer alkandiyl units (CH 2 ) x ( x = 3, 4, 5, 6) were also prepared and used for the complexation of transition metals. Their reaction with group 11 and 12 metals afforded almost exclusively coordination polymers, which were studied in particular for their antibacterial activity. − In 2014, Jin used the 1,3-propandiyl ( x = 3) system together with several arene-bridged ligands for the synthesis of binuclear rhodium(III) and iridium(III) complexes 623 , which were obtained from the reactions of the sulfur ligands with [(η 5 -C 5 Me 5 )MCl 2 ] 2 (M = Rh, Ir) in the presence of silver(I) triflate, nitrate, or tetrafluoroborate (Scheme ). The molecular structure of one representative is shown in Figure .…”

Section: N-heterocyclic Carbene Adducts Of Group 16 Elementsmentioning

confidence: 99%

N-Heterocyclic Carbene Adducts of Main Group Elements and Their Use as Ligands in Transition Metal Chemistry

2019

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N-Heterocyclic carbenes (NHC) are nowadays ubiquitous and indispensable in many research fields, and it is not possible to imagine modern transition metal and main group element chemistry without the plethora of available NHCs with tailor-made electronic and steric properties. While their suitability to act as strong ligands toward transition metals has led to numerous applications of NHC complexes in homogeneous catalysis, their strong σ-donating and adaptable π-accepting abilities have also contributed to an impressive vitalization of main group chemistry with the isolation and characterization of NHC adducts of almost any element. Formally, NHC coordination to Lewis acids affords a transfer of nucleophilicity from the carbene carbon atom to the attached exocyclic moiety, and low-valent and lowcoordinate adducts of the p-block elements with available lone pairs and/or polarized carbon-element π-bonds are able to act themselves as Lewis basic donor ligands toward transition metals. Accordingly, the availability of a large number of novel NHC adducts has not only produced new varieties of already existing ligand classes but has also allowed establishment of numerous complexes with unusual and often unprecedented element−metal bonds. This review aims at summarizing this development comprehensively and covers the usage of N-heterocyclic carbene adducts of the p-block elements as ligands in transition metal chemistry.

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Section: N-heterocyclic Carbene Adducts Of Group 16 Elementsmentioning

confidence: 99%

N-Heterocyclic Carbene Adducts of Main Group Elements and Their Use as Ligands in Transition Metal Chemistry

2019

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“…The lengths of the C S bonds are 1.680 (1) and 1.682 (1) Å , in perfect accordance with the mean value (Laus et al, 2013) in the Cambridge Structural Database (Groom et al, 2016). Related structures have been reported with short methylene or ethylene bridges (Liu et al, 2003;Jia et al, 2008), C 3 -to-C 5 bridges (Bhabak et al, 2011;Beheshti et al, 2016), and longer linkers (Marshall et al, 2005;Marshall & Harrison, 2007).…”

Section: Structure Descriptionmentioning

confidence: 62%

“…The centres of symmetry lie at the mid-point of the (CH 2 ) 6 spacer data reports between the two imidazoline-2-thione rings. As in other bridged bis(imidazoline-2-thiones), the C 6 -alkyl chain adopts a typical antiperiplanar conformation (Bhabak et al, 2011;Beheshti et al, 2016), and the two heterocyclic rings are oriented antiparallel to each other, as can be seen in Fig. 1.…”

Section: Structure Descriptionmentioning

confidence: 83%

3,3′-(Hexane-1,6-diyl)bis(1-vinyl-4-imidazoline-2-thione)

et al. 2017

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The title compound, C16H22N4S2, was obtained by the reaction of sulfur with the corresponding quaternary salt in the presence of K2CO3. It crystallizes with two half-molecules in the asymmetric unit; the complete molecules are generated by inversion symmetry with the central CH2—CH2bonds of the hexane bridges being located on inversion centres. In each molecule, the C6-alkyl chain adopts a typical antiperiplanar conformation and the two heterocyclic rings are oriented antiparallel to each other. In the crystal, molecules are linked by C—H...π interactions, forming layers lying parallel to theacplane.

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“…Despite polymeric structures for copper(I) halides or pseudohalides are well known and investigated, CPs or MOFs made of copper(I) in the presence of non-coordinating anions, such as PF 6 -, BF 4 -, ClO 4 -, and SbF 6 -, are still rare and need to be explored more. [22][23][24][25][26] Highly coordinating halides often act as the structure directing factor in the assembly of polymeric copper(I) halide compounds, thus preventing Cu(I) to fully exploit its coordination ability.…”

Section: Introductionmentioning

confidence: 99%

“…Symmetric and asymmetric stretching vibrations of the methylene (-CH 2 -) and methyl (-CH 3 ) groups are observed in the region of 2866-2950 cm -1 . The infrared spectra of the compounds also show two sharp bands at and 845 (multiple or broad) cm -1 , attributed to the vibration bands of PF 6counter anion 24. Experimental and simulated powder X-ray diffraction (PXRD) patterns of the samples are shown inFigures 4.…”

mentioning

confidence: 98%

Three Cationic, Nonporous Cu^I-Coordination Polymers: Structural Investigation and Vapor Iodine Capture

Baladi

Nobakht

Tarassoli

et al. 2018

Crystal Growth & Design

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Three cationic non-porous copper(I) coordination polymers containing bis-pyrazolyl flexible ligands have been prepared and characterized, namely {[Cu(μ-bdb) 1.5 ](PF 6)} n (1), {[Cu(μbpb) 2 ](PF 6)} n (2) and {[Cu(μ-bpmb) 2 ](PF 6)} n (3) (bdb = 1,4-bis(3,5-dimethylpyrazolyl) methyl)benzene; bpb = 1,4-bis(pyrazolyl)butane; bpmb = 1,4-bis(pyrazolyl) methyl)benzene). All compounds were characterized by IR, PXRD, elemental and thermal analyses, and singlecrystal X-ray diffraction. Compound 1, with methyl-substituted pyrazolyl ligand, forms a chain of alternating rings and ribbons in which the copper(I) centers are three coordinated in distorted trigonal planar geometry. In compounds 2 and 3 copper(I) atoms adopt distorted tetrahedral geometries giving two dimensional sheet structures with 4 4-sql topology. Interestingly, iodine sorption experiments show that colorless crystals of 2 and 3 remain unchanged in the presence of iodine vapors, while the three coordinated compound 1 immediately absorb iodine and turn dark. Anion exchange behavior of compounds 1 and 2 was also investigated both in solution and in solid state.

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Crystal structure, microbiological activity and theoretical studies of Ag(I) and Cu(I) coordination polymers with 1,1′-(butane-1,4-diyl)bis(3-methylimidazoline-2-thione) ligand

Cited by 20 publications

References 72 publications

N-Heterocyclic Carbene Adducts of Main Group Elements and Their Use as Ligands in Transition Metal Chemistry

N-Heterocyclic Carbene Adducts of Main Group Elements and Their Use as Ligands in Transition Metal Chemistry

3,3′-(Hexane-1,6-diyl)bis(1-vinyl-4-imidazoline-2-thione)

Three Cationic, Nonporous Cu^I-Coordination Polymers: Structural Investigation and Vapor Iodine Capture

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Crystal structure, microbiological activity and theoretical studies of Ag(I) and Cu(I) coordination polymers with 1,1′-(butane-1,4-diyl)bis(3-methylimidazoline-2-thione) ligand

Cited by 20 publications

References 72 publications

N-Heterocyclic Carbene Adducts of Main Group Elements and Their Use as Ligands in Transition Metal Chemistry

N-Heterocyclic Carbene Adducts of Main Group Elements and Their Use as Ligands in Transition Metal Chemistry

3,3′-(Hexane-1,6-diyl)bis(1-vinyl-4-imidazoline-2-thione)

Three Cationic, Nonporous CuI-Coordination Polymers: Structural Investigation and Vapor Iodine Capture

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Three Cationic, Nonporous Cu^I-Coordination Polymers: Structural Investigation and Vapor Iodine Capture