Structure of bis[N,N-bis(2-hydroxyethyl)dithiocarbamato]nickel(II), C10H20N2NiO4S4

Ramalingam, K.; Radha, K.; Aravamudan, G.; Mahadevan, C.; Subramanyam, Ch.; Seshasayee, M.

doi:10.1107/s0108270184009768

Cited by 12 publications

(4 citation statements)

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“…The thioureide CϪN distance is 1.304(3) Å , which is lower than the distance 1.33(1) Å observed in the parent [Ni(dedtc) 2 ][24]. Similar trend was observed in [Ni(dedtc)(PPh 3 ) 2 ] ϩ[20] and in [NiCl(dedtc)(PPh 3 )][16]. Other bond parameters of the dithiocarbamate moiety are normal.…”

supporting

confidence: 53%

Synthesis, Spectral, Cyclic Voltammetric Studies, and Single Crystal X‐Ray Structure Determination of the Planar NiS₂P₂, NiS₂PN, and NiS₂PC Chromophores

Thiruneelakandan

Ramalingam

Bocelli

et al. 2004

Zeitschrift anorg allge chemie

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dedtc ϭ diethyldithiocarbamate, 4-MP ϭ tri(4-methylphenyl)phosphine, PPh 3 ϭ triphenylphophine) are reported. IR spectra of complexes 1-4 show the characteristic thioureide (C-N) bands at higher wave numbers compared to that of the parent dithiocarbamate complex [Ni(dedtc) 2 ]. The d-d transitions are observed in the region 452Ϫ482 nm. Synthese, Spektroskopie, Cyclovoltammetrie und Einkristall-Strukturanalysen von planaren NiS 2 P 2 -, NiS 2 PN-und NiS 2 PC-Chromophoren Inhaltsübersicht. Es wird über die Synthese, die spektroskopische und cyclovoltammetrische Charakterisierung von [Ni(dedtc)-(4-MP) 2 ](ClO 4 ) (1), [Ni(dedtc)(4-MP)(NCS)] (2), [Ni(dedtc)(PPh 3 )-(NCS)] (3) und [Ni(dedtc)(PPh 3 )(CN)] (4) (dedtc ϭ diethyldithiocarbamat, 4-MP ϭ Tri(4-methylphenyl)phosphin, PPh 3 ϭ Triphenylphosphin) berichtet. Die IR-Spektren der Komplexe 1-4 zeigen die charakteristische Thioharnstoff-(CN)-Bande bei größeren Wellenzahlen verglichen mit dem homoleptischen Dithiocarbamat-Komplex [Ni(dedtc) 2 ]. Die d-d-Übergänge werden im Bereich von ‡ Present address: 187The CV studies clearly show the presence of reduced electron density on the nickel ions in mixed ligand complexes 1-4 compared to the parent dithiocarbamate. Single crystal X-ray structure studies show all the complexes to containplanar NiS 2 P 2 , NiS 2 PN, and NiS 2 PC chromophores in keeping with the observed diamagnetism. In all the complexes the Ni-S distances are asymmetric. The thioureide C-N distance of the complexes 1-4 are less thanthe C-N distance observed in the parent [Ni(dedtc) 2 ]. 452-482 nm beobachtet. Die CV-Untersuchungen zeigen eine deutlich reduzierte Elektronendichte der Nickelionen in den Gemischtligand-Komplexen 1-4 im Vergleich zu [Ni(dedtc) 2 ]. Nach den Einkristallstrukturanalysen enthalten alle Komplexe planare NiS 2 P 2 -, NiS 2 PN-und NiS 2 PC-Chromophore, entsprechend ihrem Diamagnetismus. In allen Komplexen sind die NiϪS-Bindungen asymmetrisch. Die ThioharnstoffϪCN-Abstände sind in 1-4 kürzer als im Ausgangskomplex [Ni(dedtc) 2 ]. 1 H and 31 P nmr chemical shifts are listed to ± 0.01 ppm accuracy and the 13 C nmr chemical shifts to ± 0.1 ppm accuracy

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confidence: 53%

Synthesis, Spectral, Cyclic Voltammetric Studies, and Single Crystal X‐Ray Structure Determination of the Planar NiS₂P₂, NiS₂PN, and NiS₂PC Chromophores

Thiruneelakandan

Ramalingam

Bocelli

et al. 2004

Zeitschrift anorg allge chemie

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“…Cyclic dithiocarbamates (1, R ¼ alkyl aryl, etc.) have been previously reported, but usually their formation requires more stringent conditions, e.g., on heating or in the presence of acids [18][19][20], especially with specific reagents [21].…”

Section: Introductionmentioning

confidence: 99%

Cyclization of N-alkyldithiocarbamates in alkaline media, a counter example of well-known chemistry – an experimental and theoretical study

Lima

Menezes

Santos

et al. 2012

Journal of Coordination Chemistry

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In strong alkaline media, the reaction of 2-(tert-butylamino)ethanol (3: R ¼ Bu t ) with CS 2 at 0 C produced a cyclic dithiocarbamate, 3-tert-butylthiazolidine-2-thione (1: R ¼ Bu t ), rather than alkaline metal or ammonium salts of [S 2 CN(Bu t )CH 2 CH 2 OH] À . This is in contrast to isolation of stable alkaline metal or ammonium salts of [S 2 CN(R)CH 2 CH 2 OH] À (R ¼ Me, Et, Pr, or CH 2 CH 2 OH) obtained in analogous reactions. The use of Ni(OAc) 2 , both as a source of Ni(II) and a weaker base, in a one-pot reaction with (3: R¼ Bu t ) and CS 2 , successfully gave the first reported metal complex of [S 2 CN(Bu t )CH 2 CH 2 OH] À , namely [Ni{S 2 CN(Bu t )CH 2 CH 2 OH} 2 ] (2: R ¼ Bu t ). Compounds 1 and 2 have been fully characterized by infrared and NMR spectroscopies, and by X-ray crystallography. DFT calculations on the cyclization and stabilities of [S 2 CN(R)CH 2 CH 2 OH] À (R ¼ Pr and Bu t ) have been carried out.

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“…Several X-ray crystallographic structural determinations of Ni I~ and Cu I1 dithiocarbamates have been reported in recent years. Thus structures of [Ni(R~R2dtc) 2] with Rl=R2=CH3 (Peyronel & Pegnedoli, 1967), R~ = R 2 = H (Gasparri, Nardelli & Villa, 1967), R~ =-R 2 = C2H 5 (Coucouvanis, 1979), R~ = R 2 = C2H4OH (Ramalingam, Radha, Aravamudan, Mahadevan, Subrahmanyam & Seshasayee, 1984), R~ = CH 3, R 2 = C6H 5 (Martin, Newman, Robinson & White, 1972), R~R2=(CH2) 4 (Raston & White, 1974), R ~R 2 = (cn2) 6 (Agre, Shugan & Rukhadze, 1968) and of [Cu(RlR2dtc) 21 with Rl=R2=CH 3 (Einstein & Field, 1974), RI=R 2 = C4H 9 (Boyd, Mitra, Raston, Rowbottom & White, 1981), R~R2=(CH2) 4 (Newman, Raston & White, 1973), R~=CH 3, R 2=C6H 5 (Martin, Newman, Robinson & White, 1972), R~=R 2=C2H4OH (Radha, Seshasayee, Radha, Aravamudan & Subrahmanyam, 1985) have been determined. The dtc ligand in most of its complexes with transition-metal ions adopts a delocalized form.…”

mentioning

confidence: 99%

Structures of bis(piperidine-1-dithiocarbamato)nickel(II) and bis(piperidine-1-dithiocarbamato)copper(II)

Akella¹,

Seshasayee²,

Aravamudan³

1988

Acta Crystallogr C

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Structure of bis[N,N-bis(2-hydroxyethyl)dithiocarbamato]nickel(II), C10H20N2NiO4S4

Cited by 12 publications

References 2 publications

Synthesis, Spectral, Cyclic Voltammetric Studies, and Single Crystal X‐Ray Structure Determination of the Planar NiS₂P₂, NiS₂PN, and NiS₂PC Chromophores

Synthesis, Spectral, Cyclic Voltammetric Studies, and Single Crystal X‐Ray Structure Determination of the Planar NiS₂P₂, NiS₂PN, and NiS₂PC Chromophores

Cyclization of N-alkyldithiocarbamates in alkaline media, a counter example of well-known chemistry – an experimental and theoretical study

Structures of bis(piperidine-1-dithiocarbamato)nickel(II) and bis(piperidine-1-dithiocarbamato)copper(II)

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Structure of bis[N,N-bis(2-hydroxyethyl)dithiocarbamato]nickel(II), C10H20N2NiO4S4

Cited by 12 publications

References 2 publications

Synthesis, Spectral, Cyclic Voltammetric Studies, and Single Crystal X‐Ray Structure Determination of the Planar NiS2P2, NiS2PN, and NiS2PC Chromophores

Synthesis, Spectral, Cyclic Voltammetric Studies, and Single Crystal X‐Ray Structure Determination of the Planar NiS2P2, NiS2PN, and NiS2PC Chromophores

Cyclization of N-alkyldithiocarbamates in alkaline media, a counter example of well-known chemistry – an experimental and theoretical study

Structures of bis(piperidine-1-dithiocarbamato)nickel(II) and bis(piperidine-1-dithiocarbamato)copper(II)

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Synthesis, Spectral, Cyclic Voltammetric Studies, and Single Crystal X‐Ray Structure Determination of the Planar NiS₂P₂, NiS₂PN, and NiS₂PC Chromophores

Synthesis, Spectral, Cyclic Voltammetric Studies, and Single Crystal X‐Ray Structure Determination of the Planar NiS₂P₂, NiS₂PN, and NiS₂PC Chromophores