Conformational Analysis of an Isoquinolinium Hydrochloride in Water Using Residual Dipolar Couplings

被引：29

作者：

Trigo-Mourino, Pablo ^{[2
]}

Santamaria-Fernandez, Raquel ^{[2
]}

Sanchez-Pedregal, Victor M. ^{[2
]}

Navarro-Vazquez, Armando ^{[1
]}

机构：

[1] Univ Vigo, Dept Quim Organ, Vigo 36310, Spain

[2] Univ Santiago de Compostela, Dept Quim Organ, Santiago De Compostela 15782, Spain

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 09期

关键词：

LIQUID-CRYSTALLINE PHASE; MM3; FORCE-FIELD; NMR-SPECTROSCOPY; MOLECULAR-MECHANICS; VIBRATIONAL FREQUENCIES; RELATIVE CONFIGURATION; ORGANIC-MOLECULES; ALIGNMENT MEDIUM; MAXIMUM-ENTROPY; CHEMICAL-SHIFTS;

D O I：

10.1021/jo902502h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of the cetylpyridinium chloride (CPCL)/NaCl/hexanol liquid crystal allowed the measurement of D-1(CH) residual dipolar couplings of the isoquinoline alkaloid salsolidine in its protonated state. Populations of its two half-chair forms were determined by using the single alignment tensor approximation combined with global superposition of conformers. These populations were in good agreement with the DFT-computed energies for both conformers.

引用

页码：3101 / 3104

页数：4

共 45 条

[11] Simultaneous determination of the conformation and relative configuration of archazolide A by using nuclear Overhauser effects, J couplings, and residual dipolar couplings
Fares, Christophe
Hassfeld, Jorma
Menche, Dirk
Carlomagno, Teresa
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (20) : 3722 - 3726
[12] FRISCH MJ, 2004, GAUSSION03 REVISION
[13] Stereochemistry Determination by Powder X-Ray Diffraction Analysis and NMR Spectroscopy Residual Dipolar Couplings
Garcia, Manuela E.
Pagola, Silvina
Navarro-Vazquez, Armando
Phillips, Damilola D.
Gayathri, Chakicherla
Krakauer, Henry
Stephens, Peter W.
Nicotra, Viviana E.
Gil, Roberto R.
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (31) : 5670 - 5674
[14] Stretched poly(methyl methacrylate) gel aligns small organic molecules in chloroform.: Stereochemical analysis and diastereotopic proton NMR assignment in ludartin using residual dipolar couplings and 3J coupling constant analysis
Gil, Roberto R.
Gayathri, Chakicherla
Tsarevsky, Nicolay V.
Matyjaszewski, Krzysztof
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (03) : 840 - 848
[15] THE RELATIONSHIP BETWEEN PROTON-PROTON NMR COUPLING-CONSTANTS AND SUBSTITUENT ELECTRONEGATIVITIES .1. AN EMPIRICAL GENERALIZATION OF THE KARPLUS EQUATION
HAASNOOT, CAG
DELEEUW, FAAM
ALTONA, C
[J]. TETRAHEDRON, 1980, 36 (19) : 2783 - 2792
[16] SOLUTION FOR BEST ROTATION TO RELATE 2 SETS OF VECTORS
KABSCH, W
[J]. ACTA CRYSTALLOGRAPHICA SECTION A, 1976, 32 (SEP1): : 922 - 923
[17] KARIMOV M, 1974, CHEM NAT COMPD, V10, P490
[18] Structure refinement of cyclosporin a in chloroform by using RDCs measured in a stretched PDMS-gel
Klages, J
Neubauer, C
Coles, M
Kessler, H
Luy, B
[J]. CHEMBIOCHEM, 2005, 6 (09) : 1672 - 1678
[19] Eckart axis conditions and the minimization of the root-mean-square deviation: Two closely related problems
Kudin, KN
Dymarsky, AY
[J]. JOURNAL OF CHEMICAL PHYSICS, 2005, 122 (22)
[20] Residual Dipolar Couplings for the Configurational and Conformational Analysis of Organic Molecules
Kummerloewe, G.
Luy, B.
[J]. ANNUAL REPORTS ON NMR SPECTROSCOPY, VOL 68, 2009, 68 : 193 - +

← 1 2 3 4 5 →