1980
DOI: 10.1002/chin.198025252
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ChemInform Abstract: MACROCYCLIC POLYFUNCTIONAL LEWIS BASES. PART IV. O‐AMINOPHENOL DERIVATIVES

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“…1348 and 1524 cm À1 due to symmetric and asymmetric stretching of -NO 2 group [14][15][16]. Aromatic nitro compounds can be reduced in high yield to the corresponding diamines using zinc metal and NH 4 Cl in H 2 O/EtOH [17][18][19][20][21][22][23][24][25][26]. After reduction, the characteristic absorptions of nitro groups disappeared and the amino groups showed NH stretching bands at 3313, 3408, 3426 cm À1 and 3304, 3376, 3405, 3461 cm À1 for (III) and (IV), respectively.…”
Section: Resultsmentioning
confidence: 99%
“…1348 and 1524 cm À1 due to symmetric and asymmetric stretching of -NO 2 group [14][15][16]. Aromatic nitro compounds can be reduced in high yield to the corresponding diamines using zinc metal and NH 4 Cl in H 2 O/EtOH [17][18][19][20][21][22][23][24][25][26]. After reduction, the characteristic absorptions of nitro groups disappeared and the amino groups showed NH stretching bands at 3313, 3408, 3426 cm À1 and 3304, 3376, 3405, 3461 cm À1 for (III) and (IV), respectively.…”
Section: Resultsmentioning
confidence: 99%
“…This suggests that the solid-state structures are similar to those in a nonpolar solvent like CHCl 3 , an idea proposed by Markovich et al 14 based on IR studies. Biernat et al 12 interpreted results from studies of 3 with the shift reagent (Eu(dpm) 3 ) to indicate that the carbonyl groups were exodentate and the amide protons were oriented into the macrocycle cavity forming hydrogen bonds with the ether oxygen atoms. In CDCl 3 solution, the chemical shifts of the amide protons are 9.03 ppm, 9.04 ppm, and 8.73 ppm for 1, 2 and 3, respectively.…”
Section: Resultsmentioning
confidence: 96%
“…11,12,14 The chemical shifts and peak assignments given in Table 5 agree most closely with those in d 6 -DMSO reported by Markovich et al 14 and in CDCl 3 by Formanovskii et al 11 However, H3-H5 were not assigned by the latter authors, and the chemical shift for the amide proton (8.08 ppm) they reported 11 differs significantly from that reported here (8.73 ppm) and by others (8.75-9.00 ppm). 10,13,14 The value for H2 given in Table 5 (8.22 ppm) falls in the range (7.9-8.30 ppm) reported by other groups.…”
Section: Resultsmentioning
confidence: 98%