Oxidative coupling of naphtho-9-crown-3 ether: X-ray crystal structure and solution and solid-state NMR analysis of the dimer

Treatment of naphtho-9-crown-3 ether with FeCl3 and aqueous H2SO4 generates bis-naphtho-9-crown-3 ether in ca. 30% yield. This compound crystallizes in the monoclinic P21/n space group; a = 9.2004(9), b = 18.0868(17), and c = 13.2078(13) Å, β = 97.799(2)° and Z = 4. 1H and 13C NMR data have been obtained in solution, and the solid-state 13C NMR spectrum is included for comparison. A chemical shift range of ca. 12 ppm has been found for the oxygenated aliphatic carbons in the solid state, in contrast to the 3 ppm range in the solution 13C NMR spectrum. These results are discussed in terms of the torsional environments of the carbon sites in the crystal structure.Key words: crown ether, stereochemistry, oxidative dimerization.

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Solid state stereochemistry of crown ethers: X-ray crystal structure and 13C NMR studies of the LiNCS complex of 1,4,7,11-tetraoxacyclotetradecane

Canadian Journal of Chemistry ◽

10.1139/v00-008 ◽

2000 ◽

Vol 78 (3) ◽

pp. 316-321

Author(s):

G W Buchanan ◽

A B Driega ◽

G PA Yap

Keyword(s):

Crystal Structure ◽

Solid State ◽

Crown Ether ◽

13C Nmr ◽

Title Complex ◽

Nmr Studies ◽

Nmr Spectrum ◽

X Ray ◽

Large Amplitude Motion ◽

C Nmr

The title complex is asymmetric in the crystal due to the spatial orientation of the NCS function. The space group has been determined to be P21 with a = 9.496(3), b = 8.736(3), c = 9.676(3) Å, β = 117.859(5)°, and Z = 2. The solid state 13C NMR spectrum is consistent with the lack of symmetry in the crystal and there is little evidence for large amplitude motion in the macrocycle as determined from the dipolar dephased spectrum.Key words: macrocyclic crown ether, lithium complex.

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Synthesis, X-ray crystal structure, and solid-state 13C NMR study of tris(9-crown-3)triphenylene

Canadian Journal of Chemistry ◽

10.1139/v00-189 ◽

2001 ◽

Vol 79 (2) ◽

pp. 195-200 ◽

Cited By ~ 5

Author(s):

Gerald W Buchanan ◽

Majid F Rastegar ◽

Glenn PA Yap

Keyword(s):

Crystal Structure ◽

Solid State ◽

Crown Ether ◽

Chemical Shifts ◽

Aromatic Rings ◽

X Ray ◽

Nmr Study ◽

Group A ◽

C Nmr ◽

Solid State 13C Nmr

Benzo-9-crown-3 ether trimerizes in the presence of FeCl3 and aqueous H2SO4 to produce tris(9-crown-3)triphenylene in 25.4% yield. This compound crystallizes in the monoclinic P21/c space group: a = 13.759(2) Å, b = 13.318(2) Å, c = 13.399(2) Å, β = 96.883(2)°, with Z = 4. The three 9-crown-3 ether units of the trimer possess different geometries and there is substantial deviation from coplanarity in the three aromatic rings. 13C NMR chemical shifts in the solid state are consistent with this lack of symmetry and are discussed in terms of the X-ray crystal-structure data.Key words: crown ether, trimerization, stereochemistry.

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Structural Analysis of a Melaminium Polyphosphate from X-ray Powder Diffraction and Solid-State NMR Data

The Journal of Physical Chemistry B ◽

10.1021/jp0512715 ◽

2005 ◽

Vol 109 (28) ◽

pp. 13529-13537 ◽

Cited By ~ 7

Author(s):

Vladimir Brodski ◽

René Peschar ◽

Henk Schenk ◽

Andreas Brinkmann ◽

Tom G. Bloemberg ◽

...

Keyword(s):

Solid State ◽

Structural Analysis ◽

Powder Diffraction ◽

Solid State Nmr ◽

X Ray ◽

Nmr Data

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Reactivity of diosmacycles: complementary syntheses and structure Of [(µ-η1,η2-CHCH2)OS2(CO)8][BF4]

Canadian Journal of Chemistry ◽

10.1139/v95-124 ◽

1995 ◽

Vol 73 (7) ◽

pp. 1003-1009 ◽

Cited By ~ 3

Author(s):

R.G. Ball ◽

Gong Y. Kiel ◽

William A. Kiel ◽

Josef Takats ◽

Friedrich-Wilhelm Grevels

Keyword(s):

Solid State ◽

Traditional View ◽

Cationic Complex ◽

Orthorhombic Space Group ◽

Space Group ◽

X Ray ◽

Excellent Yield ◽

Nmr Data ◽

Hydride Abstraction ◽

C Nmr

The vinyl-bridged cationic complex, [(µ-CHCH2)Os2(CO)8][BF4] (3), is obtained readily and in excellent yield either via hydride abstraction from octacarbonyl diosmacyclobutane, (µ-η1,η1-CH2CH2)Os2(CO)8 (1), or via protonation of octacarbonyl diosmacyclobutene, (µ-η1,η1-CHCH)Os2(CO)8 (2). It is argued that the 1H and 13C NMR data of complex 3 are consistent with the traditional view of bonding in µ-alkenyl complexes, involving substantial σ,π donation. The solid state X-ray structure of the complex lends support for this formulation. Complex 3 crystallizes in the orthorhombic space group, P212121, with a = 12.128(2) Å, b = 14.151(3) Å, c = 9.248(3) Å, V = 1587 Å3, and Z = 4. The final R and Rw values are 0.032 and 0.038, respectively. Keywords: µ-vinyl, diosmacycles, X-ray structure.

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Tetra(alkynyl)silanes, a 3,6-Disila-triyne, a 3,6,9-Trisila-tetrayne, a 1,3,4,6-Tetrasiladiyne, and Bis(trimethylstannyl)ethyne. Molecular Structures and Solid-state NMR Studies

Zeitschrift für Naturforschung B ◽

10.1515/znb-2010-0204 ◽

2010 ◽

Vol 65 (2) ◽

pp. 119-127 ◽

Cited By ~ 8

Author(s):

Bernd Wrackmeyer ◽

Ezzat Khan ◽

Amin Badshah ◽

Elias Molla ◽

Peter Thoma ◽

...

Keyword(s):

Solid State ◽

Nmr Spectroscopy ◽

Solid State Nmr ◽

Mas Nmr ◽

Molecular Structures ◽

X Ray Diffraction ◽

Nmr Studies ◽

X Ray ◽

Solution State ◽

Nmr Data

The molecular structures of three alkynylsilanes, tetrakis(ethynyl-p-tolyl)silane, 3,3,6,6,-tetramethyl- 3,6-disila-triyne, 3,3,6,6,9,9,-hexamethyl-3,6,9-trisila-tetrayne, and of bis(trimethylstannyl)- ethyne have been determined by X-ray diffraction. The same alkynylsilanes, and in addition 1,2- bis(trimethylsilylethynyl)-1,1,2,2-tetramethyldisliane, were studied by solid-state 13C and 29Si MAS NMR spectroscopy. The results of these measurements were compared with crystallographic evidence and also with relevant solution-state NMR data.

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A solid state NMR and X-ray crystallographic investigation of dynamic disorder in solid tetrahydronaphthalene derivatives

Canadian Journal of Chemistry ◽

10.1139/v96-206 ◽

1996 ◽

Vol 74 (10) ◽

pp. 1844-1851 ◽

Cited By ~ 6

Author(s):

Glenn A. Facey ◽

Terrence J. Connolly ◽

Corinne Bensimon ◽

Tony Durst

Keyword(s):

Solid State ◽

Solid State Nmr ◽

X Ray Diffraction ◽

Molecular Conformations ◽

Dynamic Disorder ◽

X Ray ◽

H Nmr ◽

Nmr Data ◽

Deuterated Analog ◽

Naphthoic Acid

The solid state disorder of two tetrahydronaphthalene derivatives, N-methyl-N-methoxy-5,6,7,8-tetrahydro-1-naphthamide and 5,6,7,8-tetrahydro-1-naphthoic acid, was studied by solid state NMR and single crystal X-ray diffraction. The X-ray crystal structure of N-methyl-N-methoxy-5,6,7,8-tetrahydro-1-naphthamide was obtained at 123 K. It indicated the presence of two distinct molecular conformations. Solid state 13C CP/MAS NMR data using the dipolar dephasing technique revealed that the two conformations of the molecule are dynamically disordered, while solid state 2H NMR data, collected on a specifically deuterated analog, were used to determine the populations of each conformation as well as an apparent activation energy. Solid state NMR experiments were also used to show that 5,6,7,8-tetrahydro-1-naphthoic acid possesses the same type of dynamic disorder. Key words: deuterium NMR, solid state NMR, dynamic disorder. X-ray, tetrahydronaphthalene derivatives

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Molecular Structure of fd (f1, M13) Filamentous Bacteriophage Refined with Respect to X-ray Fibre Diffraction and Solid-state NMR Data Supports Specific Models of Phage Assembly at the Bacterial Membrane

Journal of Molecular Biology ◽

10.1016/j.jmb.2005.10.048 ◽

2006 ◽

Vol 355 (2) ◽

pp. 294-309 ◽

Cited By ~ 85

Author(s):

D.A. Marvin ◽

L.C. Welsh ◽

M.F. Symmons ◽

W.R.P. Scott ◽

S.K. Straus

Keyword(s):

Molecular Structure ◽

Solid State ◽

Solid State Nmr ◽

Bacterial Membrane ◽

Filamentous Bacteriophage ◽

X Ray ◽

Nmr Data ◽

Phage Assembly ◽

Fibre Diffraction

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The X-ray crystal structure of a Corynanthé-type indole compound, C22H29N2O4+Br−, wherein an unprecedented triaxial conformation is preferred

Canadian Journal of Chemistry ◽

10.1139/v85-494 ◽

1985 ◽

Vol 63 (11) ◽

pp. 2979-2982

Author(s):

Angèle Chiaroni ◽

Claude Riche ◽

David S. Grierson ◽

Henri-Philippe Husson

Keyword(s):

Crystal Structure ◽

Solid State ◽

A Priori ◽

X Ray ◽

Indole Compound ◽

Nmr Data ◽

C Nmr

On the basis of 1H and 13C nmr data, a conformation was proposed for the Corynanthé type indole compound 8 in which the substituents at C-3 (indole), C-14 (ethyl), and C-15 (malonyl) were all axial. An X-ray crystal study on the HBr salt of 8 confirmed that this a priori unexpected conformation is also preferred in the solid state.

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Structural characterization of Cd3(O3PC2H4CO2)2·2H2O from in-house X-ray powder data and NMR

Acta Crystallographica Section B Structural Science ◽

10.1107/s0108768105028387 ◽

2005 ◽

Vol 61 (6) ◽

pp. 669-674 ◽

Cited By ~ 8

Author(s):

Naima Bestaoui ◽

Xiang Ouyang ◽

Florence Fredoueil ◽

Bruno Bujoli ◽

Abraham Clearfield

Keyword(s):

Crystal Structure ◽

Solid State ◽

Structural Characterization ◽

Title Compound ◽

Solid State Nmr ◽

Hydrothermal Reaction ◽

X Ray ◽

Space Groups ◽

Nmr Data

The title compound poly[[bis(μ-2-carboxylatoethylphosphonato)cadmium] dihydrate], Cd3(O3PC2H4CO2)2·2H2O, was prepared by a hydrothermal reaction and its crystal structure determined from in-house powder data. The structure was solved in both P21/c and P21 space groups. The refinement converged with Rp = 0.1046, R wp = 0.1378 and Rf = 0.0763 in P21/c. However, the solid-state NMR data could not be explained. The structure was then solved in P21 and the refinement converged with Rp = 0.0750, R wp = 0.1022 and Rf = 0.0409 and satisfied the NMR requirements.

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