Sulfur-Containing Large-Ring Compounds. The Preparation of 4,7,13,16-Tetraoxa-1,10-dithiacyclooctadecane and Related Compounds

Dann, J. R.; Chiesa, P. P.; Gates, J. W.

doi:10.1021/jo01065a075

Cited by 73 publications

(27 citation statements)

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“…FTIR: KBr discs, Perkin Elmer 1760X; elementary analysis: Vario EL (Elementar Analysensysteme GmbH) for C, H, N, S; thermogravimetric analysis (TGA / DTA): Exstar 6000 (Seiko Instruments); OES: Philips PV 9100 [13]. 1,10-Dithia-18-crown-6 (1,10DT18C6) was prepared according to the literature procedure.…”

Section: Methodsmentioning

confidence: 99%

One- to Three-Dimensional CuI and CuCN Based Coordination Polymers containing the Alkali Cation Ligating Thiacrown Ether 1, 10-Dithia-18-Crown-6

Röttgers

Sheldrick

2002

Z. anorg. allg. Chem.

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Treatment of an acetonitrile solution of CuI with 1,10-dithia-18-crown-6 (1,10DT18C6) in the presence of Rb 2 CO 3 leads to formation of the lamellar coordination polymer 2 ϱ [Rb{Cu 4 I 5 (1,10DT18C6) 2 }] (1).The anionic network of 1 is composed of parallel 1 ϱ [(Cu 4 I 5 ) Ϫ ] chains linked by bridging thiacrown ether ligands, pairs of which coordinate the Rb ϩ counter cations. 3 ϱ [Cs{Cu 5 I 6 (1,10DT18C6) 2 }] (2) can be prepared under similar conditions but contains separated helical anionic chains. In this case 1,10DT18C6 ligands bridge copper atoms of individual chains in an intrastrand manner. In contrast the coordination networks in

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Section: Methodsmentioning

confidence: 99%

One- to Three-Dimensional CuI and CuCN Based Coordination Polymers containing the Alkali Cation Ligating Thiacrown Ether 1, 10-Dithia-18-Crown-6

Röttgers

Sheldrick

2002

Z. anorg. allg. Chem.

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“…1,10-Dithia-18-crown-6 (1,10DT18C6) was prepared according to the literature procedure (24). Elementary analyses for C,H,N were performed on a Vario El (Elementar Analysen-systeme GmbH), the thermogravimetric analysis (TGA/DTA) on an Exstar 6000 (Seiko Instruments), and the powder X-ray di!raction study on a Bruker AXS D8 Advance.…”

Section: Methodsmentioning

confidence: 99%

“…We have now extended this design strategy to the crown ether 1,10-dithia-18-crown-6 (1,10DT18C6) (24) and report the preparation, structure, and properties of the two- …”

Section: Introductionmentioning

confidence: 99%

Alkali Cation Ligating Iodocuprate(I)-Based Coordination Networks with the Thiacrown Ether 1,10-Dithia-18-crown-6

Röttgers

Sheldrick

2000

Journal of Solid State Chemistry

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“…Several compounds which resemble the macrocyclic polyethers synthesized by Pedersen have been prepared in which one or more O atoms have been replaced by S atoms (Dann, Chiesa & Gates, 1961;Pedersen, 1971;Bradshaw, Hui, Chan, Haymore, Izatt & Christensen, 1974;. Like the cyclic ethers, the cyclic polyether sulfides form complexes with metal ions, but the thermodynamic stabilities of the complexes differ considerably from those of the all-oxygen compounds.…”

Section: Introductionmentioning

confidence: 99%

Correlation of molecular conformation and thermodynamic stability of metalcation complexes of 1,4,7,10,13-pentaoxa-16-thiacyclooctadecane

Campbell¹,

Dalley²,

Izatt³

et al. 1981

Acta Crystallogr Sect B

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The results of crystal-structure analyses of 1,4,7,10,13-pentaoxa-16-thiacyclooctadecane (I) and its complexes with NaSCN, KSCN, RbSCN and AgNO3 are discussed. In all four complexes the cation coordinates to the five O atoms of the polyether sulfide (I). The sulfur-cation interaction for the complexes depends on the cation. The sulfur-cation interaction is strong and partially covalent with the Ag ÷ complex, but weak with the K ÷ and Rb ÷ complexes. In these three structures the S atom is directed into the cavity of the ligand. There is no interaction between the S and the cation in the Na ÷ complex. In both the Na÷-complexed and uncomplexed ligand, the S atom is directed away from the cavity of the ligand. The cation-oxygen ion-dipole electrostatic interaction is the main factor in the thermodynamic stability of the alkali-metal complexes, while the Ag ÷ complex is stabilized by both the cation-oxygen and cation-sulfur interactions. Correlations are made between the thermodynamic stabilities of cation complexes of 1,4,7,10,13,16-hexaoxacyclooctadecane, 1,4,7,10,13-pentaoxacyclopentadecane, 1,4,7,10,13,16-hexaoxacyclooctadecane-2,6-dione and (I), and molecular conformation determined by X-ray diffraction. These correlations provide a basis for determining the effect various ligand parameters have on the thermodynamic stability of polyether complexes.

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Sulfur-Containing Large-Ring Compounds. The Preparation of 4,7,13,16-Tetraoxa-1,10-dithiacyclooctadecane and Related Compounds

Cited by 73 publications

References 0 publications

One- to Three-Dimensional CuI and CuCN Based Coordination Polymers containing the Alkali Cation Ligating Thiacrown Ether 1, 10-Dithia-18-Crown-6

One- to Three-Dimensional CuI and CuCN Based Coordination Polymers containing the Alkali Cation Ligating Thiacrown Ether 1, 10-Dithia-18-Crown-6

Alkali Cation Ligating Iodocuprate(I)-Based Coordination Networks with the Thiacrown Ether 1,10-Dithia-18-crown-6

Correlation of molecular conformation and thermodynamic stability of metalcation complexes of 1,4,7,10,13-pentaoxa-16-thiacyclooctadecane

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