168280-24-8Relevant academic research and scientific papers
The syntheses of phenol-containing azamacrocycles and liquid membrane transports of alkali cations
Ma, Shu-Lan,Qi, Chuan-Min,Zhu, Wen-Xiang,Guo, Qian-Ling,Liu, Ying-Chun,Zhang, Jing
, p. 77 - 81 (2005)
Two new tetra-N-substituted tetraazacrown ether derivatives, 4,7,13,16-tetra(2-hydroxy-3,4-dimethylbenzyl)-1,10-dioxa-4,7,13, 16-tetraazacyclooctadecane (1) and 4,7,13,16-tetra(5-t-butyl-2-hydroxybenzyl)-1, 10-dioxa-4,7,13,16-tetraazacyclooctadecane (2),
Synthesis and crystal structure of copper complex of 7,16-bis(2-hydroxy-5-methyl-3-nitrobenzyl)-1,4,10, 13-tetraoxa-7,16-diazacyclooctadecane
Ma, Shu-lan,Zhu, Wen-xiang
, p. 141 - 146 (2002)
A lariat crown ether compound 7,16-bis(2-hydroxy-5-methylbenzyl)-1,4,10,13-tetraoxa-7, 16-diazacyclooctadecane has been prepared via one-pot Mannich reaction. A copper(II) complex with the ligand 7,16-bis(2-hydroxy-5-methyl-3-nitrobenzyl)-1,4,10,13-tetrao
Syntheses and aggregate study of bisphenol-containing diaza-18-crown-6 ligands
Su, Ning,Bradshaw, Jerald S.,Savage, Paul B.,Krakowiak, Krzysztof E.,Izatt, Reed M.,De Wall, Stephen L.,Gokel, George W.
, p. 9737 - 9742 (1999)
Bisphenol-containing diaza-18-crown-6 ligands (I-16) were synthesized as potential membrane-forming amphiphiles via the one-pot Mannich reaction. Sonication of the crude products in a small amount of MeOH followed by filtration and drying proved to be an
Reaction on a solid surface - A simple, economical, and efficient Mannich reaction of azacrown ethers over graphite
Sharghi, Hashem,Khalifeh, Reza
, p. 426 - 434 (2008/09/20)
Graphite brings about a rapid Mannich reaction with a range of activated and unactivated phenolic compounds such as p-cresol and p-nitrophenol. The reactions are carried out with azacrown ether and paraformaldehyde in solvent-free conditions at 100 °C for 20-30 min. The graphite powder can be reused up to three times after simple washing with acetone.
A New Approach to the Synthesis of Phenol-Containing Macroheterocycles
Bordunov, Andrei V.,Lukyanenko, Nikolai G.,Pastushok, Victor N.,Krakowiak, Krzysztof E.,Bradshaw, Jerald S.,et al.
, p. 4912 - 4918 (2007/10/02)
A one-step method for the synthesis of new phenol-containing cryptands and cryptohemispherands by treating N,N'-bis(methoxymethyl)diazacrowns with the appropriate bis- and trisphenols is reported.This method, based on a special Mannich reaction, gives cyclized products without the need for protecting groups and high dilution conditions.Unusually high yields of cryptohemisherands were realized using a relatively high concentration of the starting materials (50 mmol/L) and in the absence of metal cations as template agents in the reaction mixture.These excellent yields can be explained by intramolecular hydrogen bonding which prevents polycondensation.This new method also allowed preparation of new phenol-containing cylindrical tricyclic ligands by first forming bisphenol-substituted diaza-18-crown-6 at 80 deg C followed by its reaction with a second bis(methoxymethyl)-substituted diaza-18-crown-6 at 144 deg C.Crystal structures of two cryptohemispherands are reported herein.A shorter internal distance between N and O atoms in 27 as compared to 6 (R = NO2, n = m = 2) indicates intramolecular hydrogen bonding in phenol-containing macrocycle 27.
