1H and 13C NMR data of methyl tetra‐O‐benzoyl‐D‐pyranosides in acetone‐d6

Complete assignments of ¹H‐ and ¹³C‐NMR resonances of five methyl tetra‐O‐benzoyl‐D‐pyranosides based on ¹H, ¹³C, 2D DQF–COSY, HMQC, HMBC and HSQC–TOCSY experiments have been performed. Copyright © 2009 John Wiley & Sons, Ltd.     

1H, 13C and 15N NMR assignments for N‐ and O‐acylethanolamines,important family of naturally occurring bioactive lipid mediators

The complete ¹H, ¹³C and ¹⁵N NMR signal assignments of some N‐ and O‐acylethanolamines, important family of naturally occurring bioactive lipid mediators, were achieved using one‐dimensional and two‐dimensional experiments (gs‐HMQC and gs‐HMBC). Copyright © 2012 John Wiley & Sons, Ltd.     

NMR analysis of mono‐ and difructosyllactosucrose synthesized by 1F‐fructosyltransferase purified from roots of asparagus (Asparagus officinalis L.)

Two novel oligosaccharides, mono‐ and difructosyllactosucrose {[O‐β‐D ‐fructofuranosyl‐(2 → 1)]_n‐β‐D ‐fructofuranosyl‐O‐[β‐D ‐galactopyranosyl‐(1 → 4)]‐α‐D ‐glucopyranoside, n = 1 and 2} were synthesized using 1^F‐fructosyltransferase purified form roots of asparagus (Asparagus officinalis L.). Their ¹H and ¹³C NMR spectra were assigned using several NMR techniques. The spectral analysis was started from two anomeric methines of aldose units, galactose and glucose, since they showed separate characteristic signals in their ¹H and ¹³C NMR spectra. After assignments of all the ¹H and ¹³C signals of two units of aldose, they were discriminated as galactose and glucose using proton–proton coupling constants. The HMBC spectrum revealed the galactose residue attached to C‐4 of glucose, fructose residue attached to the C‐1 of glucose, and further fructosyl fructose linkage extended from the glucosyl fructose residues. Copyright © 2002 John Wiley & Sons, Ltd.     

Complete assignment of NMR data of 22 phenyl‐1H‐pyrazoles' derivatives

Complete assignment of ¹H and ¹³C NMR chemical shifts and J(¹H/¹H and ¹H/¹⁹F) coupling constants for 22 1‐phenyl‐1H‐pyrazoles' derivates were performed using the concerted application of ¹H 1D and ¹H, ¹³C 2D gs‐HSQC and gs‐HMBC experiments. All 1‐phenyl‐1H‐pyrazoles' derivatives were synthesized as described by Finar and co‐workers. The formylated 1‐phenyl‐1H‐pyrazoles' derivatives were performed under Duff's conditions. Copyright © 2011 John Wiley & Sons, Ltd.     

NMR study of O and N,O‐substituted 8‐quinolinol derivatives

The ¹H and ¹³C NMR spectral study of several biologically active derivatives of 8‐quinolinol have been made through extensive NMR studies including homodecoupling and 2D‐NMR experiments such as COSY‐45°, NOESY, and HeteroCOSY. Electron donating resonance and electron withdrawing inductive effect of several groups showed marked changes in chemical shifts of nuclei at the seventh positions of O‐substituted quinolinols (2–15). Although in N‐alkyl, 8‐alkoxyquinolinium halides (16–21), ring A rightly showed low frequency chemical shift values. Copyright © 2013 John Wiley & Sons, Ltd.     

NMR studies on chiral intermediates in the total synthesis of (+)‐biotin from D‐mannose

The chemical structure and stereochemistry of 12 intermediates in the total synthesis of (+)‐biotin starting from D ‐mannose as chiral pool were completely assigned using one‐ and two‐dimensional NMR experiments, including 1D selective NOE, DEPT, COSY, HSQC and HMBC. Copyright © 2010 John Wiley & Sons, Ltd.     

1H and 13C NMR and X‐ray diffraction data for a diosgenyl N,O‐protected glucopyranoside

The assignments of ¹H and ¹³C NMR chemical shifts together with x‐ray diffraction data for synthesized diosgenyl 3,4,6‐tri‐O‐acetyl‐2‐deoxy‐2‐tetrachlorophthalimido‐β‐D ‐glucopyranoside are described. The structure of this glycoside was established by using homo‐ and heteronuclear two‐dimensional NMR techniques. X‐ray diffraction data for this compound are also reported. Copyright © 2002 John Wiley & Sons, Ltd.     

NMR spectroscopic characterization of new 2,3‐dihydro‐1,3,4‐thiadiazole derivatives

The ¹H and ¹³C NMR resonances of twenty‐seven 2,2‐dimethyl‐5‐(2‐nitrophenyl‐5‐substituted)‐2,3‐dihydro‐1,3,4‐thiadiazoles, and twenty‐seven 3‐acyl‐5‐(2‐amino‐5‐substituted)‐2,2‐dimethyl‐2,3‐dihydro‐1,3,4‐thiadiazoles were assigned completely using the concerted application of one‐dimensional and two‐dimensional experiments (DEPT, HMQC and HMBC). NOESY experiments, X‐ray crystallography and conformational analysis confirm the preferred conformation of these compounds. Copyright © 2012 John Wiley & Sons, Ltd.     

Complete assignment of 1H and 13C NMR spectra of α‐phenylsulfinyl‐N‐methoxy‐ N‐methylpropionamide and some p‐substituted derivatives

The complete assignment of the ¹H and ¹³C NMR spectra of the diastereomeric pairs of some α‐arylsulfinyl‐substituted N‐methoxy‐N‐methylpropionamides with the substituents methoxy, methyl, chloro, nitro is reported. Copyright © 2008 John Wiley & Sons, Ltd.     

Structure determination of two new indole‐diterpenoids from Penicillium sp. CM‐7 by NMR spectroscopy

Two new indole‐diterpenoids 4b‐deoxy‐1′‐O‐acetylpaxilline (1) and 4b‐deoxypenijanthine A (2) were isolated from the fermentation broth and the mycelia of the soil fungus Penicillium sp. CM‐7, along with three known structurally related compounds, 1′‐O‐acetylpaxilline (3), paspaline (4) and 3‐deoxo‐4b‐deoxypaxilline (5). The structures of compounds 1 and 2 were elucidated by extensive spectroscopic methods, especially 2D NMR, and their absolute configurations were suggested on the basis of the circular dichroism spectral analysis and the NOESY data. Copyright © 2014 John Wiley & Sons, Ltd.     

1H and 13C NMR analysis of 2‐acetamido‐3‐mercapto‐3‐methyl‐N‐aryl‐butanamides and 2‐acetamido‐3‐methyl‐3‐nitrososulfanyl‐N‐aryl‐butanamide derivatives

The complete assignment of the ¹H and ¹³C NMR spectra of various 2‐acetamido‐3‐mercapto‐3‐methyl‐N‐aryl‐butanamides and 2‐acetamide‐3‐methyl‐3‐nitrososulfanyl‐N‐aryl‐butanamides with p‐methoxy, o‐chloro and m‐chloro substituents is reported. Copyright © 2013 John Wiley & Sons, Ltd.     

Characterization of 4,5‐Dihydro‐1H‐Pyrazole Derivatives by 13C NMR Spectroscopy

The ¹³ C NMR resonances of 19 1‐acyl‐3‐(2‐nitro‐5‐substitutedphenyl)‐4,5‐dihydro‐1H‐pyrazoles, and 19 1‐acyl‐3‐(2‐amino‐5‐substituted)‐4,5‐dihydro‐1H‐pyrazoles, were completely assigned using the concerted application of one‐ and two‐dimensional NMR experiments (DEPT, gs‐HSQC and gs‐HMBC). Copyright © 2012 John Wiley & Sons, Ltd.     

Complete assignment of the 1H and 13C NMR spectra of four 2‐substituted 4a,8a‐cis‐endo‐5,8‐methano‐4a,5,8,8a‐tetrahydronaphthalene‐1,4‐diones

The complete assignment of the ¹H and ¹³C NMR spectra of the title enediones, bearing as substituents N‐aziridinyl (a novel compound), methoxy, chloro and methylsulfanyl, is reported. Copyright © 2002 John Wiley & Sons, Ltd.     

Synthesis and structure elucidation of three series of nitro‐2‐styrylchromones using 1D and 2D NMR spectroscopy

2‐Styrylchromones, although scarce in nature, constitute a group of oxygen heterocyclic compounds which have shown significant biological activities. New nitro‐2‐styrylchromones have been synthesised by the Baker–Venkataraman method, and the structure elucidation was accomplished using extensive 1D (1H, 13C) and 2D NMR spectroscopic studies (COSY, HSQC and HMBC experiments). Copyright © 2009 John Wiley & Sons, Ltd.     

Synthesis and NMR characteristics of N‐acetyl‐4‐nitro,N‐acetyl‐5‐nitro,N‐acetyl‐6‐nitro and N‐acetyl‐7‐nitrotryptophan methyl esters

N‐acetyl‐4‐nitrotryptophan methyl ester (2), N‐acetyl‐5‐nitrotryptophan methyl ester (3), N‐acetyl‐6‐nitrotryptophan methyl ester (4) and N‐acetyl‐7‐nitrotryptophan methyl ester (5) were synthesized through a modified malonic ester reaction of the appropriate nitrogramine analogs followed by methylation with BF₃‐methanol. Assignments of the ¹H and ¹³C NMR chemical shifts were made using a combination of ¹H–¹H COSY, ¹H–¹³C HETCOR and ¹H–¹³C selective INEPT experiments. Copyright © 2008 Crown in the right of Canada. Published by John Wiley & Sons, Ltd     

A 13C NMR study of the methylol derivatives of 2,4′‐ and 4,4′‐dihydroxydiphenylmethanes found in resol phenol–formaldehyde resins

A total of 13 of the 16 possible methylol derivatives of 2,4′‐ and 4,4′‐dihydroxydiphenylmethane have been synthesized, isolated, and identified. These compounds are found as intermediates in the cure process of resol phenol–formaldehyde (PF) resins. Analysis of the ¹³C NMR spectra (in acetone‐d₆) of these compounds provided a way to evaluate the seven methylolphenol ring types (methylol derivatives of 2‐hydroxyphenyl and 4‐hydroxyphenyl rings) found in typical resol PF resins using the ipso carbon region from 150 to 160 ppm. A simple diagnostic test was developed using the chemical shift values of the methylol methylene carbon atoms to identify the presence of intermediates containing either a 2‐hydroxyphenyl or a 4‐hydroxyphenyl ring. Using these data it is now possible to analyze the major components in extracted prepreg PF resins. Copyright © 2002 John Wiley & Sons, Ltd.     

NMR analysis of 6‐(2′,3′‐dihydro‐1′H‐inden‐1′‐yl)‐1H‐indene

¹H, ¹³C and two‐dimensional NMR analyses were applied to determine the NMR parameters of 6‐(2′,3′‐dihydro‐1′H‐inden‐1′‐yl)‐1H‐indene. The measurements were accomplished with 0.5 mg of the substance, this quantity being sufficient to determine the chemical shifts of all the H and C atoms, and also the appropriate coupling constants and to give the complete NMR resonance assignments of the molecule. The predicted patterns of the four different H atoms of the methylene groups of the indane structural element coincided completely with the complex patterns in the NMR spectra. Copyright © 2002 John Wiley & Sons, Ltd.     

Synthesis and NMR spectral assignments of indol‐3‐yl pyridines through one‐pot multi‐component reaction

Asimple protocol for the efficient preparation of 6‐(ferrocene‐1‐yl)‐2‐(indol‐3‐yl)pyridine and 2‐(1H‐indol‐3‐yl)‐6‐(2‐thienyl)pyridine derivatives has been achieved through multi‐component reaction, and these compounds were thoroughly characterised by 2D NMR spectral techniques. Copyright © 2010 John Wiley & Sons, Ltd.     

NMR study of the synthesis of 17O‐enriched acetic acid by hydrolysis of acetic anhydride with 17O‐enriched water

¹⁷O‐enriched acetic acid (2.5% in ¹⁷O) was synthesized by hydrolysis of acetic anhydride with ¹⁷O‐enriched water. The reaction was monitored by ¹⁷O and ¹H NMR spectroscopy. Acetic anhydride, ¹⁷O‐enriched in both the ether and the carbonyl oxygens, was observed as an intermediate. This can be ascribed to competition between acetic acid and water for nucleophilic attack on acetic anhydride. Copyright © 2003 John Wiley & Sons, Ltd.     

Discrimination of pseudo‐meta and pseudo‐para diamino‐octafluoro[2.2]paracyclophanes by 1H, 19F,and 13C NMR

Pseudo‐meta and pseudo‐para diamino‐octafluoro[2.2]paracyclophanes are challenging to separate either by chromatography or recrystallization, but through the use of a mixture of the two isomers, the ¹H, ¹⁹F, and ¹³C NMR spectra of these compounds have been fully and unambiguously assigned using ¹H COSY, ¹H‐¹⁹F HOESY, ¹H‐¹³C HSQC, ¹H‐¹³C HMBC, and ¹⁹F‐¹³C HSQC techniques. This permits the easy identification of either of the individual isomers. In addition, the ¹³C spectrum of the pseudo‐ortho analogue is reported and assigned for the first time. The gem shift effect in this series of bridge‐fluorinated paracyclophanes serves to deshield ¹H resonances and shield ¹³C. Copyright © 2012 John Wiley & Sons, Ltd.