Repozytorium
Wyszukaj
Kolekcje
Inne
Chiral 2 + 3 keto-enamine pseudocyclophanes derived from 1,3,5-triformylphloroglucinol.
Autorzy
Rok wydania
2016
Czasopismo
Numer woluminu
18
Strony
12-15
DOI
10.1021/acs.orglett.5b02989
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
The reactions of 1,3,5-triformylphloroglucinol with (1R,2R)-1,2-diaminocyclohexane, (1R,2R)-1,2-diphenylethylenediamine, or (R)-2,2′-diamino-1,1′-binaphthyl result in the formation of enantiopure [2 + 3] keto-enamine condensation products, in contrast to analogous reactions of 1,3,5-triformylbenzene, where [4 + 6] Schiff base cages are formed. The X-ray crystal structure of the diaminocyclohexane 2 + 3 derivative as well as modeled structures of other compounds of this type show cyclophane-like molecules with close contact between the phloroglucinol rings. Density Functional Theory (DFT) calculations confirm that there is a sizable π-π interaction between these rings influencing the conformation of these molecules.
Adres publiczny
http://dx.doi.org/10.1021/acs.orglett.5b02989
Strona internetowa wydawcy
Podobne publikacje
Lanthanide complexes of chiral 3+3 macrocycles derived from (1R, 2R)-1,2-diaminocyclohexane and 2,6-diformyl-4-methylphenol.
Paluch Marta, Lisowski Jerzy, Lis Tadeusz
Copper(i) iodide complexes derived from N-alkyl-1,3,5-triaza-7-phosphaadamantanes; synthesis, crystal structures, photoluminescence, and identification of the unprecedented {Cu3I5}2- cluster.
Kirillov Alexander M., Smoleński Piotr, Ma Z., Guedes da Silva M. Fátima. C., Haukka Matti, Pombeiro Armando J. L.