DIBENZO-15-CROWN-5 ETHER AND ITS SODIUM THIOCYANATE COMPLEX - X-RAY CRYSTALLOGRAPHIC AND NMR-STUDIES IN THE SOLID-PHASE AND IN SOLUTION

被引:20
作者
BUCHANAN, GW [1 ]
MATHIAS, S [1 ]
LEAR, Y [1 ]
BENSIMON, C [1 ]
机构
[1] NATL RES COUNCIL CANADA,DIV CHEM,OTTAWA K1A 0R9,ONTARIO,CANADA
来源
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1991年 / 69卷 / 03期
关键词
CROWN ETHERS; NMR; STEREOCHEMISTRY;
D O I
10.1139/v91-062
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
For the title systems, single crystal X-ray data indicate the presence of totally asymmetric structures. These features are reflected in the multiplicity of resonances in the solid phase C-13 NMR spectra. Some of the C-13 chemical shift trends are analyzed in terms of torsional angle influences. In solution, resonance assignments have been made with the aid of 2D methods. Stereochemical inferences are drawn from NOESY spectra and H-1-H-1 couplings. Low temperature solution experiments indicate that conformational interconversions in both the free ligand and the NaNCS complex are rapid on the NMR timescale down to 163 K.
引用
收藏
页码:404 / 414
页数:11
相关论文
共 28 条
[1]   A C-13 CROSS-POLARISATION MAGIC-ANGLE-SPINNING NUCLEAR MAGNETIC-RESONANCE STUDY OF SOME WELL CHARACTERIZED CROWN ETHERS AND THEIR COMPLEXES [J].
BELTON, PS ;
TANNER, SF ;
WRIGHT, KM ;
PAYNE, MP ;
TRUTER, MR ;
WINGFIELD, JN .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1985, (09) :1307-1311
[2]   THE DETECTION OF CONNECTIVITIES OF RARE SPIN-1/2 NUCLEI IN THE SOLID-STATE USING NATURAL ABUNDANCE SAMPLES - C-13 AND SI-29 INADEQUATE AND COSY TYPE EXPERIMENTS [J].
BENN, R ;
GRONDEY, H ;
BREVARD, C ;
PAGELOT, A .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (02) :102-103
[3]   PROTON MAGNETIC RESONANCE STUDIES OF CYCLIC COMPOUNDS .V. CHEMICAL SHIFTS OF 2,6-PROTONS IN C-ALKYL- AND N-ALKYLPIPERIDINES [J].
BOOTH, H ;
LITTLE, JH .
TETRAHEDRON, 1967, 23 (01) :291-&
[4]   STEREOCHEMISTRY OF CROWN ETHERS AND THEIR COMPLEXES IN THE SOLID-STATE - C-13 CPMAS NMR AND X-RAY CRYSTALLOGRAPHIC STUDIES OF CONFIGURATIONALLY ISOMERIC DICYCLOHEXANO-14-CROWN-4 ETHERS, DIBENZO-14-CROWN-4 ETHER, AND SOME LITHIUM THIOCYANATE SALTS [J].
BUCHANAN, GW ;
KIRBY, RA ;
CHARLAND, JP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (08) :2477-2483
[5]   AN EXAMPLE OF CONFORMATIONAL DISORDER IN SOLIDS - X-RAY CRYSTALLOGRAPHIC AND C-13 CPMAS NMR-STUDIES OF DIBENZO-13-CROWN-4 AND DICYCLOHEXANO-13-CROWN-4 ETHERS AND SOME LITHIUM COMPLEXES [J].
BUCHANAN, GW ;
KIRBY, RA ;
CHARLAND, JP .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1990, 68 (01) :49-58
[6]  
BUCHANAN GW, IN PRESS MAGN RESON
[7]   CRYSTAL-STRUCTURES OF COMPLEXES BETWEEN ALKALI-METAL SALTS AND CYCLIC POLYETHERS .3. AQUO-(2,3-BENZO-1,4,7,10,13-PENTAOXACYCLOPENTADEC-2-ENE)SODIUM IODIDE [J].
BUSH, MA ;
TRUTER, MR .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1972, (03) :341-&
[8]   COMPLEXES FORMED BY THE ADDITION OF ETHER CROWNS TO NA+ AND K+ ETHYL-ACETYLACETATE-ENOLATES - CRYSTALLINE-STRUCTURES AND EQUILIBRIUM SYSTEM IN SOLUTION IN THF AND DMSO [J].
CAMBILLAU, C ;
BRAM, G ;
CORSET, J ;
RICHE, C .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1982, 60 (20) :2554-2565
[9]   REINVESTIGATION OF THE STRUCTURE OF DIBENZO-12-CROWN-4 ETHER [J].
CHARLAND, JP ;
BUCHANAN, GW ;
KIRBY, RA .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1989, 45 :165-167
[10]   NATURAL-ABUNDANCE 2-DIMENSIONAL SOLID-STATE SI-29 NMR INVESTIGATIONS OF 3-DIMENSIONAL LATTICE CONNECTIVITIES IN ZEOLITE STRUCTURES [J].
FYFE, CA ;
FENG, Y ;
GIES, H ;
GRONDEY, H ;
KOKOTAILO, GT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (09) :3264-3270