Derivatives of pyrazinecarboxylic acid: 1H, 13C and 15N NMR spectroscopic investigations

被引：9

作者：

Holzer, Wolfgang ^{[1
]}

Eller, Gernot A. ^{[1
]}

Datterl, Barbara ^{[1
]}

Habicht, Daniela ^{[1
]}

机构：

[1] Univ Vienna, Dept Drug & Nat Prod Synth, Fac Life Sci, A-1090 Vienna, Austria

来源：

MAGNETIC RESONANCE IN CHEMISTRY | 2009年 / 47卷 / 07期

关键词：

NMR; H-1; C-13; N-15; pyrazines; NUCLEAR-MAGNETIC-RESONANCE; CHEMICAL-SHIFTS; 2,3-DISUBSTITUTED PYRAZINES; MONOSUBSTITUTED PYRAZINES; COUPLING-CONSTANTS; RING-SYSTEMS; N-OXIDES; SPECTRA; 2-CHLOROPYRAZINE; CYANATION;

D O I：

10.1002/mrc.2437

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

NMR spectroscopic studies are undertaken with derivatives of 2-pyrazinecarboxylic acid. Complete and unambiguous assignment of chemical shifts (H-1, C-13, N-15) and coupling constants (H-1, H-1; C-13, H-1; N-15, H-1) is achieved by combined application of various 1D and 2D NMR spectroscopic techniques. Unequivocal mapping of C-13, H-1 spin coupling constants is accomplished by 2D (delta,J) long-range INEPT spectra with selective excitation. Phenomena such as the tautomerism of 3-hydroxy-2-pyrazinecarboxylic acid are discussed. Copyright (c) 2009 John Wiley & Sons, Ltd.

引用

页码：617 / 624

页数：8

共 41 条

[21] PREPARATION AND CHARACTERIZATION OF NICKEL(II), COPPER(II) AND PALLADIUM(II) COMPLEXES WITH 5,14-DIHYDRO-7,16-DIETHYLDIPYRAZO[B,I][1,4,8,11]TETRAAZACYCLOTETRADECINE [J].

HASHIMOTO, M ;

IZUCHI, N ;

SAKATA, K .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1988, 25 (06) :1705-1712

[22] INTER-MOLECULAR AND INTRA-MOLECULAR HYDROGEN-BONDING EFFECTS ON GEMINAL N-15, H-1 SPIN COUPLING AND N-15 CHEMICAL-SHIFTS IN PYRIDINE-DERIVATIVES [J].

HOLZER, W ;

VONPHILIPSBORN, W .

MAGNETIC RESONANCE IN CHEMISTRY, 1989, 27 (06) :511-514

[23]

IOVEL IG, 1992, J APPL CHEM-USSR+, V65, P1696

[24]

IOVEL IG, 1992, ZH PRIKLADBOI KHIM, V65, P2075

[25] DETERMINATION OF LONG-RANGE PROTON-CARBON-13 COUPLING-CONSTANTS WITH SELECTIVE TWO-DIMENSIONAL INEPT [J].

JIPPO, T ;

KAMO, O ;

NAGAYAMA, K .

JOURNAL OF MAGNETIC RESONANCE, 1986, 66 (02) :344-348

[26] N-15 NUCLEAR MAGNETIC-RESONANCE OF SOME PYRAZINES, 1,2,4-TRIAZINES AND THEIR N-OXIDES - CORRELATION AND INTERRELATIONSHIP OF N-15 WITH C-13 CHEMICAL-SHIFTS OF PI-DEFICIENT HETEROCYCLIC-SYSTEMS [J].

JOVANOVIC, MV .

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 1984, 40 (07) :637-642

[27] PURE ABSORPTION GRADIENT ENHANCED HETERONUCLEAR SINGLE QUANTUM CORRELATION SPECTROSCOPY WITH IMPROVED SENSITIVITY [J].

KAY, LE ;

KEIFER, P ;

SAARINEN, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (26) :10663-10665

[28] Synthesis of regioisomeric 6,9-(chlorofluoro)-substituted benzo[g]quinoline-5,10-diones, benzo[g]isoquinoline-5,10-diones and 6-chloro-9-fluorobenzo[g]quinoxaline-5,10-dione [J].

Krapcho, AP ;

Gallagher, CE ;

Hammach, A ;

Ellis, M ;

Menta, E ;

Oliva, A .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1997, 34 (01) :27-32

[29] Mild and general methods for the palladium-catalyzed cyanation of aryl and heteroaryl chlorides [J].

Littke, Adam ;

Soumeillant, Maxime ;

Kaltenbach, Robert F., III ;

Cherney, Robert J. ;

Tarby, Christine M. ;

Kiau, Susanne .

ORGANIC LETTERS, 2007, 9 (09) :1711-1714

[30]

*MODGR CONS LTD, 2004, NMR PRED VERS 3 2 8

← 1 2 3 4 5 →