83597-41-5Relevant academic research and scientific papers
Novel bis(aminoalcohol)oxalamide organogelators and their diglycolylamide analogs: Evaluation of gelation efficiency in various organic fluids
?olak, Mehmet,Bari?, Deniz,Pirin??io?lu, Necmettin,Ho?g?ren, Halil
, p. 658 - 671 (2017)
Three modular types of bis(aminoalcohol)oxalamides (1, 4, and 7) and bis(aminoalcohol)diglycolylamide (8) gelators have been prepared by the reaction of the respective aminoalcohols with oxalyl and digycolyl methylesters as potential low-molecular-weight organogelators. The gelation properties of these amides have been evaluated in various aromatic organic solvents (xylene, toluene, isopropyl benzene, and aromatic ether type organic uids such as anisole or α-phenylethylmethylether) as well as the long-chain aliphatic alcohols (1-hexanol, 1-octanol, 2-octanol, and aromatic 1- phenylethanol). The compounds with sec-butyl and ethyl side chains produce good gelation properties in both aromatic and other organic uids. Furthermore, the common oxalamide linker present in the gelators was replaced by an extended diglycolylamide linker (8) and its behaviors were compared with the benzylic oxalamide analog (3). The gelator (8) gives the best results with aromatic fluid and lauric acid ethyl ester. 1H NMR studies reveal the existence of temperature- dependent network assembly/dissolution equilibrium and produce Kgel. FTIR was employed to see the effect of hydrogen bonding in the formation of gel network. Thermodynamic parameters regarding gel-to-sol transition were collected with van't Hoff relationships.
Synthesis of rigid and C2-symmetric 18-crown-6 type macrocycles bearing diamidediester groups: Enantiomeric recognition for α-(1-naphthyl) ethylammonium perchlorate salts
Baris, Deniz,Seker, Sevil,Hosgoeren, Halil,Togrul, Mahmut
, p. 1893 - 1899 (2010)
A series of rigid and chiral c2-symmetric 18-crown-6 type macrocycles (S,S)-4, (S,S)-5, (S,S)-6 and (R,R)-2 bearing diamideester groups were synthesized. The binding properties of these macrocycles were examined for α-(1-naphthyl)ethylammonium perchlorates salts by an 1H NMR titration method. Taking into account the host employed, important differences were observed in the Ka values of (R)- and (S)-enantiomers of guests for macrocycles (S,S)-4 and (S,S)-6, KS/KR = 3.6, and KS/KR = 0.1 (KR/KS = 10.3) δ δG = 3.19 and δ δG = -5.77 kJ mol-1 respectively. The results indicated excellent enantioselectivity of macrocyclic (S,S)-6 towards the enantiomers of α-(1-naphthyl)ethylammonium perchlorate salts.
Synthesis of chiral diazapyrjdino-18-crown-6 and tetraazadipyridino-36-crown-12 ligands
Wang, Tingmin,Bradshaw, Jerald S.,Izatt, Reed M.
, p. 159 - 163 (2007/10/03)
New chiral diazapyridino-18-crown-6 macrocycles 1-5 and tetraazadipyridino-36-crown-12 macrocycles 9-11 (figure) have been prepared. Cyclization of chiral diols 12-16 containing two methyl or two benzyl substituents or both two methyl and two phenyl substituents with 2,6-pyridinedimethyl ditosylate in the presence of sodium hydride gave the symmetrical macrocyclic ligands 1-5. In an attempt to make chiral compounds 6-8 containing ethyl, isopropyl or isobutyl substituents on the 5- and 13-positions of the macroring from the appropriate chiral diethyl-, diisopropyl- or diisobutyl-substituted glycols, only the corresponding 2:2 cycloaddition products 9-11 were formed. Compounds 1-5 have three equally spaced nitrogen atoms in the ring which should form ideal tripod hydrogen bonds with chiral organic ammonium salts.
SYNTHESES OF MACROCYCLES FROM L-AMINO ACID AND THEIR SELECTIVE TRANSPORT OF AMINO ESTERS SALTS THROUGH AN ORGANIC LIQUID MEMBRANE
Kataoka, Hiromi,Katagi, Toyoshi
, p. 4519 - 4530 (2007/10/02)
Syntheses of 18-membered macrocycle 17, 24-membered macrocycles 18, 19, and 30-membered macrocycles 20, 21, 22, 23, 25, were achieved by using diglycolic acid and amino acids as constituents.Selective transport of amino ester salts through an organic liqu
SYNTHESES OF MACROCYCLES FROM L-AMINO ACID
Katagi, Toyoshi,Kuriyama, Hiromi
, p. 1681 - 1684 (2007/10/02)
Syntheses of 24-membered macrocycles were achieved by using L-phenyl-alanine and L-leucine as constituets.
