Synthesis and Properties of Bis‐Dinitrophenyl Derivatives of 1,7,10,16‐Tetraoxa‐4,13‐diazacyclooctadecane (Kryptofix 22).

Abstract

2006 Crown ethers V 1350 Synthesis and Properties of Bis-Dinitrophenyl Derivatives of 1,7,10,16-Tetraoxa-4,13-diazacyclooctadecane (Kryptofix 22). -Starting from the title compound a series of new crown ether derivatives (I) is synthesized by SNAr-type reactions. They give an intense red color with Dragendorff reagent and quench the fluorescence of anthracene. -(RADUTIU*, A. C.; BACIU, I.; CAPROIU, M. T.; IONITA, P.; COVACI, I. C.; CONSTANTINESCU, T.; Rev. Roum. Chim. 50 (2005) 5, 341-347; Inst. Phys. Chem., Rom. Acad., RO-77208 Bucharest, Rom.; Eng.) -H. Haber 10-232

New mono- and di-branched derivatives of Kryptofix K22 with N-(4-methoxyamino-3,5-dinitrobenzoyl) substituents. Synthesis and properties

“…In the 1 H-NMR spectra, the NH proton appeared between 10-11 ppm, the aromatic hydrogens at 8.2-8.3 ppm, the methoxy group at 3.6-3.8 ppm, and the CH 2 O from the crown moiety around 3.3-3.8 ppm. In the 13 C-NMR spectra, the carbonyl appeared at about 160-170 ppm, the C-atoms from the crown moiety around 45-50 ppm, and the methoxy groups at ~ 63 ppm. Acid-base characteristics of compounds (5) and (6) The proton of the methoxyamino group is quite acidic due the influence of the adjacent oxygen atom and dinitrobenzene ring.…”