1037072-48-2Relevant academic research and scientific papers
High-yielding, regiospecific synthesis of cis(4,4′)- di(carbomethoxybenzo)-30-crown-10, its conversion to a pyridyl cryptand and strong complexation of 2,2′- and 4,4′-bipyridinium derivatives
Pederson, Adam M.-P.,Ward, Elizabeth M.,Schoonover, Daniel V.,Slebodnick, Carla,Gibson, Harry W.
, p. 9094 - 9101 (2008)
(Chemical Equation Presented) A high yielding (93%), regiospecific synthesis of cis(4,4′)-di(carbomethoxybenzo)-30-crown-10 (1c) is reported. The derived crown ether diol 1d was converted to pyridyl cryptand 12 in 44% yield by reaction with pyridine-2,6-dicarbonyl chloride. Binding of two different 4,4′-bipyridinium (paraquat) species (3) and 2,2′-bipyridinium (diquat) 4 by 12 was explored via 1H NMR spectroscopy, NOE experiments, mass spectrometry, X-ray crystallographic analyses, and isothermal titration calorimetry. Cryptand 12 exhibits the highest association constant for diquat ever reported (Ka = 1.9 × 106 M-1) and very high association constants for paraquats (Ka > 105 M-1) in acetone at 22°C. The binding constant of diquat 4 by cryptand 12 is nearly 6-times higher than any other reported host.
Syntheses of cis- and trans-dibenzo-30-crown-10 derivatives via regioselective routes and their complexations with paraquat and diquat
He, Chunlin,Shi, Zuming,Zhou, Qizhong,Li, Shijun,Li, Ning,Huang, Feihe
, p. 5872 - 5880 (2008/12/21)
(Chemical Equation Presented) cis-Dibenzo-30-crown-10 (cis-DB30C10) diester and trans-dibenzo-30-crown-10 (trans-DB30C10) diester were synthesized regioselectively with reasonable yields. These two isomers were further reduced to cis-dibenzo-30-crown-10 d
