1,2-Benzo-15-crown-5 containing an N-thiophosphorylthiobenzamide fragment

Zabirov, N. G.; Sokolov, Felix D.; Brusko, Vasiliy V.; Ташмухамедова, А. К.; Saifullina, Nailya J.; Черкасов, Р. А.

doi:10.1070/mc2002v012n04abeh001646

Cited by 9 publications

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“…These features of complexes with a CdO 2 S 2 core can be used in the future for the creation of new types of building blocks for polynuclear metal‐containing macrocyclic compounds. We have recently reported the synthesis of close structural analogues of the ligand HL that contain crown ether moieties and their complexes with Ni II and Cu I 11,23–25. The cavities of the macrocycles in the given structures remain free and are capable of participating in secondary coordination.…”

Section: Resultsmentioning

confidence: 99%

Coordination Mode of the Zinc(II) and Cadmium(II) Cations with N‐(Diisopropoxyphosphoryl)thiobenzamide

et al. 2006

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Reaction of the potassium salt of N‐(diisopropoxyphosphoryl)thiobenzamide (iPrO)2P(O)NHC(S)C6H5 (HL) with ZnII and CdII cations in aqueous EtOH leads to three different complexes: [Zn(L‐O,S)2] (1), [Cd2(L‐O,S)4] (2) and [Cd(HL‐O)2(L‐O,S)2] (3). The structures of these compounds were investigated by single‐crystal X‐ray diffraction analysis, EI‐MS and ES‐MS, IR, 1H, 13C and 31P NMR spectroscopy and microanalysis. The zinc(II) atom in complex 1 is in a distorted tetrahedral ZnO2S2 environment formed by the C=S sulfur atoms and the P=O oxygen atoms of two deprotonated ligands. The cadmium(II) complex 2 is centrosymmetric and consists of dimeric species. Two [Cd(L‐O,S)2] moieties are connected by two bridging [S–Cd–S] units through the sulfur atoms of the ligand C=S groups. Complex 2 has a distorted trigonal‐bipyramidal Cd(Oax)2(Seq)3 core. Complex 3 has a tetragonal‐bipyramidal environment, Cd(Oax)2(Oeq)2(Seq)2, and two neutral ligand molecules are coordinated in the axial positions through the oxygen atoms of the P=O groups. The base of the bipyramid is formed by two anionic ligands in a typical 1,5‐O,S coordination mode. The ligands are in a trans configuration. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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Section: Resultsmentioning

confidence: 99%

Coordination Mode of the Zinc(II) and Cadmium(II) Cations with N‐(Diisopropoxyphosphoryl)thiobenzamide

et al. 2006

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“…Ligands containing two essentially different complexing moieties such as a chelating fragment and a macrocycle were developed (Scheme 12). aza-18-crown-6; 1,10-diaza-18-crown-6; benzo-15-crown-5 were synthesized ( Table 1, Table 2) [28][29][30][31][32][33][34][35][36][37][38].…”

Section: Methodsmentioning

confidence: 99%

N-Acylamidophosphinates: Structure, Properties and Complexation Towards Main Group Metal Cations

Sokolov¹,

Brusko²,

Zabirov³

et al. 2006

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N-Acylamidophosphinates RC(X)NHP(Y)R' 2 (NAAP) and their thioanalogues (X,Y= O, S; R = Alk, Ar, CCl 3 , Het, NR 2 2 , NR 2 R 3 ; R ' = Ar, OAlk, OAr, SAlk, NAlk 2 , NHAr) contain X, Y donor atoms and amide nitrogen, which are capable of taking in complexation with metal cations. An application of NAAP complexes in supramolecular chemistry has been investigated in the last decades. Developed synthetic methods allow us to obtain N-acylamidophosphinate ligands contained multiple chelating groups or a combination of several essentially various coordinating fragments in the molecule: chelating moiety C(X)NHP(Y) and a macrocycle. The latter ligands are capable of connecting ions simultaneously by the chelating sites, and by the "guest-host" mechanism using the macrocycle. The bibliography includes 104 references.Investigation of complexing properties of conjugated organophosphorous anions is an important issue of modern coordination and organoelement chemistry [1,2]. The application of NMR, IR and UV spectroscopic methods to study the structure and dynamic processes in solutions of such compounds allows to investigate the nature of the chemical bonds in the conjugated organophosphorous anions and opens the way for the creation of new types of selective complexing agents.N-Acylamidophosphates, N-acylamidophosphinates and their thioanalogues with common formula RC(X)NHP(Y)R`2 (NAAP) contain X, Y donor atoms and an amido nitrogen atom which can be involved in complexation (Scheme 1). In terms of reactivity NAAP are quite different from each other depending on the nature and combination of atoms X and Y in the molecule, as well as the nature of substituents of (thio)carbonyl and (thio)phosphoryl moieties. Scheme 1.

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“…

Reaction of the potassium salts of N-acylamido(thio)phosphates [4 0 -benzo-15-crown-5]NHC(S)NHP(Y)(OiPr) 2 (Y = S, HL I ; Y = O, HL II ) with Zn(II) and Co(II) cations in aqueous EtOH leads to complexes of formulae Zn(L I,II À S,Y) 2 (Y = S, 1; Y = O, 2) and Co(L I -S,S 0 ) 2 (3), while interaction of the potassium salt of [4 0 -benzo-15-crown-5]C(S)NHP(O)(OiPr) 2 (HL III ) with Zn(II) in the same conditions leads to a complex of composition Zn(HL III )(L III -S,O) 2 (4).Compounds containing two essentially different complexing groups simultaneously -a chelating fragment and a macrocycle -draw the attention of researchers as potential bimetallic catalysts [1], models at studying intracomplex redox processes [2][3][4][5] and reagents for the synthesis of supramolecular compounds [6,7].Presence of the exocyclic functional groups in a molecule of crown-ether, interacting with atoms of a cycle or metal cations, increases complexing selectivity and complexing ability in relation to metal ions, and results in a change of the hydrophilic-hydrophobic balance and surface-active properties [8,9].Earlier, we had reported about bis-thioureas, containing diaza-18-crown-6 and diaza-15-crown-5 [10], thiourea on the basis of monoaza-18-crown-6 [11] and thiophosphorylated thiobenzamide [12], containing a benzo-15-crown-5 cycle, possessing the ability for complexes with alkaline and transition metal cations.Combination of crown-ether and thioacylamido(thio)-phosphate fragments C(S)NHP(Y) in one molecule opens greater opportunities for the synthesis of various supramolecular coordination compounds. Herein, we present complexes of Zn(II) and Co(II) cations (1-4) with ligands HL I-III (Scheme 1) [13].

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“…Earlier, we had reported about bis-thioureas, containing diaza-18-crown-6 and diaza-15-crown-5 [10], thiourea on the basis of monoaza-18-crown-6 [11] and thiophosphorylated thiobenzamide [12], containing a benzo-15-crown-5 cycle, possessing the ability for complexes with alkaline and transition metal cations.…”

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Complexes of crown-containing N-thioacylamido(thio)phosphates with Zn(II) and Co(II) cations

Safin

Babashkina

Sokolov

et al. 2006

Inorganic Chemistry Communications

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1,2-Benzo-15-crown-5 containing an N-thiophosphorylthiobenzamide fragment

Cited by 9 publications

References 2 publications

Coordination Mode of the Zinc(II) and Cadmium(II) Cations with N‐(Diisopropoxyphosphoryl)thiobenzamide

Coordination Mode of the Zinc(II) and Cadmium(II) Cations with N‐(Diisopropoxyphosphoryl)thiobenzamide

N-Acylamidophosphinates: Structure, Properties and Complexation Towards Main Group Metal Cations

Complexes of crown-containing N-thioacylamido(thio)phosphates with Zn(II) and Co(II) cations

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