Structure, electrical conductivity and dielectric relaxation of the 1,2-bis(methylthio)benzene-2,3-dichloro-5,6-dicyano-1,4-benzoquinone 1 : 1 charge-transfer complex

There is a demand for new and robust PdII extractants due to growing recycling rates. Chelating dithioethers are promising substances for solvent extraction as they form stable square‐planar complexes with PdII. We have modified unsaturated dithioethers, which are known to coordinate PdII, and adapted them to the requirements of industrial practice. The ligands are analogues of 1,2‐dithioethene with varying electron‐withdrawing backbones and polar end‐groups. The crystal structures of several ligands and their palladium complexes were determined as well as their electro‐ and photochemical properties, complex stability and behaviour in solution. Solvent extraction experiments showed the superiority of some of our ligands over conventionally used extractants in terms of their very fast reaction rates. With highly selective 1,2‐bis(2‐methoxyethylthio)benzene (4) it is possible to extract PdII from a highly acidic medium in the presence of other base and palladium‐group metals.

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Complexation of Palladium(II) with Unsaturated Dithioethers – A Systematic Development of Highly Selective Ligands for Solvent Extraction

Traeger

Klamroth

Kelling

et al. 2012

Eur J Inorg Chem

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In Pursuit of an Acetylenedithiolate Synthesis

Seidel¹,

Meel²,

Schaffrath³

et al. 2007

Eur J Org Chem

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Acetylene disulfides RSC 2 SR, which are furnished with typical thiol protection groups R, were synthesized, fully characterized, and tested with respect to the aimed cleavage of R. While the alkyne RSC 2 SR with R = C 2 H 4 SiMe 3 is easily accessible, the corresponding disulfide with R = CPh 3 can be prepared only with difficulties, and attempts to use the SiMe 3 group lead to the isolation of a dithiacyclopentene derivative. The molecular structures of Ph 3 CSC 2 SCPh 3 and Ph 3 CSC 2 H, which were investigated by X-ray diffraction, show a remarkable combination of long and very short carbon-sulfur

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How Are Non-Bonded G···Z (Z = O, S, and Se) Distances at Benzene 1,2-, Naphthalene 1,8-, and Anthracene 1,8,9-Positions Controlled? An Approach to Causality in Weak Interactions

Hayashi¹,

Nakanishi²

2009

Bulletin of the Chemical Society of Japan

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Mechanisms operating in weak interactions are sometimes quite different from those in strong ones. Factors to control the non-bonded G···Z (Z = O, S, and Se) distances at naphthalene 1,8-positions in 8-G-1-RZC10H6 are analyzed as an example to clarify the causality of weak interactions. Structures around Z in 8-G-1-RZC10H6 are well explained by three types, A, B, and C, where the Z–CR bond is perpendicular to the naphthyl plane in A, it is placed on the plane in B, and C is intermediate between A and B. The r(Z···Z) distances in 1,8-(RZ)2C10H6 are observed to increase in an order of BB < CC < AB < AA. It seems difficult to explain the sequence based on the magnitudes of the closed-shell Z···Z interactions, since the BB interaction must not be so strong especially for Z of heavier atoms. The mechanism to control the r(Z···Z) distances is demonstrated to be the reflection from the repulsive interactions between R and H at the 2-position in 1,8-(RZ)2C10H6. Similar phenomena are also detected in the observed and calculated results at the benzene 1,2-, anthracene 1,8,9-, and anthraquinone 1,8,9-positions, which are explained based on the mechanism. Proposed idea and mechanism will help us to understand what happens in such weak interactions.

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Structure, electrical conductivity and dielectric relaxation of the 1,2-bis(methylthio)benzene-2,3-dichloro-5,6-dicyano-1,4-benzoquinone 1 : 1 charge-transfer complex

Cited by 3 publications

References 19 publications

Complexation of Palladium(II) with Unsaturated Dithioethers – A Systematic Development of Highly Selective Ligands for Solvent Extraction

Complexation of Palladium(II) with Unsaturated Dithioethers – A Systematic Development of Highly Selective Ligands for Solvent Extraction

In Pursuit of an Acetylenedithiolate Synthesis

How Are Non-Bonded G···Z (Z = O, S, and Se) Distances at Benzene 1,2-, Naphthalene 1,8-, and Anthracene 1,8,9-Positions Controlled? An Approach to Causality in Weak Interactions

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