A CONFORMATIONAL STUDY OF BIS(5,5-DIMETHYL-2-X-1,3,2-DIOXAPHOSPHORINAN-2-YL) SULFANES AND POLYSULFANES USING NMR AND IR SPECTROSCOPY
作者： H. Kombert , G. Grossmann
DOI: 10.1080/10426509308034367
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摘要: Abstract Bis(5,5-dimethyl-2-X-1,3,2-dioxaphosphorinan-2-yl) sulfanes and polysulfanes (CH3)2C(CH2O)2P(X)—Y—(X)P(OCH2)2C(CH3)2 X = O; S Y n 1–4) were synthesized investigated by NMR IR spectroscopy. 1H, 13C 31P data are given. The portions of the alternative chair conformations dioxaphosphorinane ring estimated from vicinal P—H coupling constants determined at room temperature in CDCl3. portion predominant conformer case all 2-oxo compounds amounts to more than 95%. For 2-thiono this varies with (91–78%). Based on known X-ray crystallographic measurements solid solution state position P=X stretching modes an equatorial bond can be suggested for conformer.
sci-hub.se 参考文章(17)
Rafał Kamiński, Piotr Paneth, Władystaw Reimschüssel, 36S and 18O isotope effects in infrared spectra of monothiopyrophosphates Spectrochimica Acta Part A: Molecular Spectroscopy. ,vol. 41, pp. 513- 514 ,(1985) , 10.1016/0584-8539(85)80160-4
Jean-Pierre Majoral, Jacques Navech, Hétérocycles contenant du phosphore—XIII. Etude par spectrographie infrarouge de quelques dioxaphosphorinanes-1,3,2 Spectrochimica Acta Part A: Molecular Spectroscopy. ,vol. 28, pp. 2247- 2255 ,(1972) , 10.1016/0584-8539(72)80199-5
Józef Drabowicz, Marian Mikołajczyk, A Simple Procedure for the Oxidation of Thiols to Disulphides by Means of Bromine/Aqueous Potassium Hydrogen Carbonate in a Two-Phase System Synthesis. ,vol. 1980, pp. 32- 34 ,(1980) , 10.1055/S-1980-28912
Hartmut Komber, Gisbert Grossmann, Axel Kretschmer, 1H-, 13C-UND 31P-NMR-SPEKTROSKOPISCHE UNTERSUCHUNGEN AN BIS-(DIALKOXYTHIOPHOSPHORYL)-UND-(DIALKOXYPHOSPHORYL)-SULFANEN UND-POLYSULFANEN Phosphorus Sulfur and Silicon and The Related Elements. ,vol. 35, pp. 335- 343 ,(1988) , 10.1080/03086648808074338
Gisbert Grossmann, Birgit Schwab, Andreas John, Hartmut Komber, Gunnar Jeschke, Joachim Sieler, CRYSTAL STRUCTURE, SOLID-STATE NMR, AND QUANTUM CHEMICAL MODEL CALCULATIONS OF BIS-(DIETHOXYTHIOPHOSPHORYL)-TRISULFANE Phosphorus Sulfur and Silicon and The Related Elements. ,vol. 78, pp. 297- 308 ,(1993) , 10.1080/10426509308032445
C. Bodkin, P. Simpson, Configurations and conformations of the geometrical isomers of 2-ethoxy-4-methyl-1,3,2-dioxaphosphorinane Journal of the Chemical Society D: Chemical Communications. pp. 829b- ,(1969) , 10.1039/C2969000829B
M. Bukowska-Strzyżewska, W. Dobrowolska, T. Głowiak, The structure of 2-oxo-2'-thioxobis(5,5-dimethyl-1,3,2-dioxaphosphorinanyl) sulphide Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry. ,vol. 37, pp. 724- 727 ,(1980) , 10.1107/S0567740881004081
Andrzej Lopusiński, Lech Luczak, Ewa Brzezińska, REACTION OF BIS-[DIALKOXYPHOSPHORYL]- AND BIS-[DIALKOXYTHIOPHOSPHORYL]- DISULFIDES WITH TRIALKYLSILYLCYANIDES NEW ROUTE TO DIALKYLPHOSPHORO- AND DIALKYLTHIOPHOSPHORO THIOCYANIDATES AND O,O,O,O-TETRAALKYLPYROPHOS- PHOROTRITHIOATES Phosphorus Sulfur and Silicon and The Related Elements. ,vol. 31, pp. 101- 108 ,(1987) , 10.1080/03086648708079347
Masatsune Kainosho, Toshikatsu Morofushi, Asao Nakamura, Conformational Dependence of P=O Stretching Vibration Frequency in Six-membered Cyclic Phosphates Bulletin of the Chemical Society of Japan. ,vol. 42, pp. 845- 845 ,(1969) , 10.1246/BCSJ.42.845
Masatsune Kainosho, Asao Nakamura, Masamichi Tsuboi, Phosphorus-proton Spin-spin Coupling in the P–O–C–H Group. A Comparison of Cyclic and Acyclic Systems Bulletin of the Chemical Society of Japan. ,vol. 42, pp. 1713- 1718 ,(1969) , 10.1246/BCSJ.42.1713