Structure of 7,8,17,18-tetrahydro-10,20-diphenyl-5,9,15,19-tetraazadibenzo[ai]cyclohexadecene-6,16(5H,15H)-dione, C32H28N4O2

Dvorkin, A. A.; Malinowsky, T. I.; Simonov, Yu. A.; Андронати, С. А.; Kuz'mina, A. V.; Yavorsky, A. S.

doi:10.1107/s0108270185005546

Cited by 2 publications

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“…The question of the structure of the macrocycle 73b was not resolved conclusively in [79] in so far as an alternative structure 76 was used for it. The structure of compounds 73a,f was confirmed by X-ray crystallographic analysis [81,82] (Fig. 1, for compound 73f).…”

Section: Dibenzotetraazamacroheterocycles Containing Amide and Azommentioning

confidence: 90%

“…= H, b R = Cl, c R = Br, d R = Me, e R = NO 2An alternative method for the synthesis of macroheterocycles of type 80a-e is the scheme proposed in[89]. The reaction of 2-bromo-2'-formylacetanilide(81) with N-hydroxyphthalimide gave the respective N-hydroxyphthalimide derivative 82, treatment of which with ethylene glycol in the presence of p-toluenesulfonic acid led to the formation of 2'-(1,3-dioxan-2-yl)-2-phthalimidoacetanilide(83). During hydrazinolysis the latter was converted into 2-aminoxy-2'-(1,3-dioxan-2-yl)acetanilide(84), the cyclization of which in the presence of HCl gave the 16-membered macrocycle 85.…”

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confidence: 99%

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Dibenzotetraazamacroheterocycles: Synthesis and properties. (Review)

Kulikov

Pavlovsky

Андронати

2005

Chem Heterocycl Compd

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Data on the synthesis, complexing ability, practical applications, and biological activity of dibenzotetraazamacroheterocycles of the azacrown ether, amide, and azomethinedibenzotetraazacycloalkane types and also dibenzotetraazamacroheterocycles containing amide and azomethine fragments are classified and analyzed.At present the chemistry of nitrogen macrocycles is developing at a very high rate. Many of the compounds are highly effective extractants for metal ions [1-3], find widespread use as contrast agents for magnetic resonance imaging [4][5][6][7][8], and can also be used as precursors in the biosynthesis of certain types of alkaloids [9] and also as ion-selective [10] and fluorescent [11] receptors and as agents for the transport of ions through a liquid membrane in dialysis and electrodialysis [12,13]. Chiral macrocyclic tetraamides are used as stationary phase in liquid chromatography [14]. The potentialities of nitrogen macrocycles in theoretical and practical respects have not been exhausted, and further research in the field is promising.In the last 15 years there have been a fairly large number of monographs and reviews in which aspects of the synthesis, properties, and applications of azamacroheterocycles and their metal complexes have been touched upon [15][16][17][18][19][20][21][22][23][24][25][26]. However, there have been significantly fewer publications devoted to the various classes of dibenzotetraazamacroheterocycles (e.g., dibenzotetraaza [14]annulenes [27][28][29], macrocyclic Schiff bases based on 2,6-diformylphenols [30]). Dibenzotetraazamacroheterocycles have found use as effective extractants for metal ions and as spectrophotometric agents [31][32][33], are used in the design of new magnetic materials [34], etc. To fill the gap we considered it desirable to analyze existing published material on the synthesis, complexation, and practical applications of dibenzotetraazamacrocycles of the azacrown ether, amide, azomethine, and dibenzotetraazacycloalkane types and also dibenzotetraazamacrocycles containing amide and azomethine fragments.

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Section: Dibenzotetraazamacroheterocycles Containing Amide and Azommentioning

confidence: 90%

mentioning

confidence: 99%