Preparation and characterisation of divalent hard and soft metal (M = Ca, Co, Cu, Zn, Cd, Hg and Pb) complexes of 1,10-dithia-18-crown-6: structural versatility

Park, In‐Hyeok; Park, Ki‐Min; Lee, Shim Sung

doi:10.1039/c0dt00696c

Cited by 43 publications

(20 citation statements)

References 38 publications

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“…In contrast, the shortest Cd-O bond distances to the disordered perchlorates are longer than all the Cd-N bond lengths, but short enough for significant interactions. The observed M-O bond distances are in the range of those reported for high coordination number diperchlorate complexes of Hg(II) [29][30][31][32] and Cd(II) [33][34][35][36] (Table S2; Fig. S2 †).…”

Section: Dalton Transactions Papersupporting

confidence: 58%

“…The overall structures are between pentagonal bipyramidal with axial perchlorate oxygen and bicapped square pyramidal with perchlorate oxygen on one square and one triangular face. Diperchlorate complexes with two oxygens within the sum of the van der Waals radii are rare for Hg(II) [29][30][31][32] and Cd(II) [33][34][35][36] bound to five or more other atoms (Table S2; Fig. S2 †).…”

Section: Dalton Transactions Papermentioning

confidence: 99%

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Structure and isomerization comparison of Zn(ii), Cd(ii) and Hg(ii) perchlorate complexes of 2,6-bis([(2-pyridyl-methyl)amino]methyl)pyridine

et al. 2013

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The divalent zinc triad perchlorate coordination chemistry of 2,6-bis([(2-pyridyl-methyl)amino]methyl)pyridine (L) was investigated by X-ray crystallography and solution state (1)H NMR. New complexes [HgL(ClO4)2] (1) and [CdL(ClO4)2] (2) were isolated as bicapped distorted square pyramidal racemates, contrasting with the approximate trigonal bipyramidal structure of [ZnL](ClO4)2 (3). Although rapid inter- and intramolecular exchange is common for simple complexes of zinc triad metal ions, conditions for slow intramolecular isomerization on both the δ and J(HH) time scales were established for 1, 2 and 3. Trends in geminal (1)H coupling suggested that an asymmetric structure was favored for all three metal ions at or below 40 °C. Contributions of a symmetric structure to solution equilibria were both temperature- and metal ion-dependent. Spectral trends were consistent with interconversion of a pair of enantiomeric square pyramidal ligand conformers through a symmetric trigonal bipyramidal ligand conformer by M-N bond cleavage and nitrogen inversion. Racemization was slower than the coupling constant time scale up to 40 °C for all complexes. Differential stabilization of specific small ligand conformations in solution has potential toxicological significance.

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Section: Dalton Transactions Papersupporting

confidence: 58%

Section: Dalton Transactions Papermentioning

confidence: 99%

Structure and isomerization comparison of Zn(ii), Cd(ii) and Hg(ii) perchlorate complexes of 2,6-bis([(2-pyridyl-methyl)amino]methyl)pyridine

et al. 2013

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“…The obtained cyclic sulfur compounds with oxyethylene units possibly have special properties or functions. In particular, the 18‐membered cyclic molecule (1,4,7,13‐tetraoxa‐10,16‐dithiacyclooctadecane) composed of four oxygen and two sulfur atoms with six methylene units has a structure similar to that of 18‐crown‐6, a well‐known host molecule, but has never been reported except for its regioisomers …”

Section: Resultsmentioning

confidence: 99%

Thiol‐Ene Cationic and Radical Reactions: Cyclization, Step‐Growth, and Concurrent Polymerizations for Thioacetal and Thioether Units

et al. 2020

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Thiol‐ene cationic and radical reactions were conducted for 1:1 addition between a thiol and vinyl ether, and also for cyclization and step‐growth polymerization between a dithiol and divinyl ether. p‐Toluenesulfonic acid (PTSA) induced a cationic thiol‐ene reaction to generate a thioacetal in high yield, whereas 2,2′‐azobisisobutyronitrile resulted in a radical thiol‐ene reaction to give a thioether, also in high yield. The cationic and radical addition reactions between a dithiol and divinyl ether with oxyethylene units yielded amorphous poly(thioacetal)s and crystalline poly(thioether)s, respectively. Under high‐dilution conditions, the cationic and radical reactions resulted in 16‐ and 18‐membered cyclic thioacetal and thioether products, respectively. Furthermore, concurrent cationic and radical step‐growth polymerizations were realized using PTSA under UV irradiation to produce polymers having both thioacetal and thioether linkages in the main chain.

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“…These results indicate that the low-molecular-weight byproducts were the 16-and 18-membered cyclic compounds, respectively obtained by 1:1c ationic and radical cyclizations between dithiol and divinyl ether,a nd that they were prepared in relatively high yield under high-dilution condi- tions.The obtained cyclic sulfur compounds with oxyethylene units possibly have special properties or functions.I n particular,t he 18-membered cyclic molecule (1,4,7,13-tetraoxa-10,16-dithiacyclooctadecane) composed of four oxygen and two sulfur atoms with six methylene units has astructure similar to that of 18-crown-6, awell-known host molecule,but has never been reported except for its regioisomers. [57][58][59][60][61]…”

Section: The 1:1c Ationic and Radical Cyclizations Between Dithiol Anmentioning

confidence: 99%

Thiol‐Ene Cationic and Radical Reactions: Cyclization, Step‐Growth, and Concurrent Polymerizations for Thioacetal and Thioether Units

et al. 2020

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Preparation and characterisation of divalent hard and soft metal (M = Ca, Co, Cu, Zn, Cd, Hg and Pb) complexes of 1,10-dithia-18-crown-6: structural versatility

Cited by 43 publications

References 38 publications

Structure and isomerization comparison of Zn(ii), Cd(ii) and Hg(ii) perchlorate complexes of 2,6-bis([(2-pyridyl-methyl)amino]methyl)pyridine

Structure and isomerization comparison of Zn(ii), Cd(ii) and Hg(ii) perchlorate complexes of 2,6-bis([(2-pyridyl-methyl)amino]methyl)pyridine

Thiol‐Ene Cationic and Radical Reactions: Cyclization, Step‐Growth, and Concurrent Polymerizations for Thioacetal and Thioether Units

Thiol‐Ene Cationic and Radical Reactions: Cyclization, Step‐Growth, and Concurrent Polymerizations for Thioacetal and Thioether Units

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