Chiroptical properties of derivatives of L-altruronic acid

1978 ◽  
Vol 43 (8) ◽  
pp. 2062-2067
Author(s):  
Slavomír Bystrický ◽  
Tibor Sticzay ◽  
Pavol Kováč
2017 ◽  
Vol 8 ◽  
pp. 1825-1835 ◽  
Author(s):  
Pavel L Padnya ◽  
Irina A Khripunova ◽  
Olga A Mostovaya ◽  
Timur A Mukhametzyanov ◽  
Vladimir G Evtugyn ◽  
...  

New water-soluble tetra-substituted derivatives of p-tert-butylthiacalix[4]arene containing fragments of L-tryptophan in cone and 1,3-alternate conformations were obtained. It was shown that the resulting compounds form stable, positively charged aggregates of 86–134 nm in diameter in water at a concentration of 1 × 10−4 M as confirmed by dynamic light scattering, scanning electron microscopy and transmission electron microscopy. It was established that these aggregates are fluorescently active and chiral. A distinctive feature of the compounds is the pronounced dependence of their spectral (emission and chiroptical) properties on the polarity of the solvent and the length of the linker between the macrocyclic and fluorophore parts of the molecule.


2008 ◽  
Vol 57 (10) ◽  
pp. 2214-2216 ◽  
Author(s):  
L. A. Bulygina ◽  
Z. A. Starikova ◽  
K. K. Babievskii ◽  
I. A. Utepova ◽  
V. L. Rusinov ◽  
...  

2014 ◽  
Vol 86 (4) ◽  
pp. 507-516 ◽  
Author(s):  
Takanori Suzuki ◽  
Yuto Sakano ◽  
Tomohiro Iwai ◽  
Shinichi Iwashita ◽  
Youhei Miura ◽  
...  

AbstractElectron-donating 1,1,4,4-tetraarylbutadiene is a representative electrochromic dye, and the same chromophore can be found in 9,10-bis(diarylmethylene)-9,10-dihydrophenanthrene (dibenzo-oQD) albeit in a fixed s-cis geometry. Unlike thermodynamically unstable 7,7,8,8-tetraaryl-o-quinodimethane, spontaneous electrocyclization is prohibited by dibenzo-annulation. Several derivatives of dibenzo-oQD were successfully generated despite highly strained geometry caused by steric hindrance between the bulky diarylmethylene units. Their precursors are phenanthrene-9,10-diyl bis(diarylmethylium) dyes (PDM2+) stabilized by four electron-donating alkoxy groups. The redox pairs of dibenzo-oQD/PDM2+ exhibit vivid change in color upon redox interconversion (electrochromism). Both dibenzo-oQD and PDM2+ adopt a helical conformation, whose configuration is unstable. When a chiral alkoxy substituent is attached on each of the aryl groups, the point chirality is successfully transmitted to helicity of PDM2+. Resulting diastereomeric biasing is the key for dibenzo-oQD/PDM2+ to exhibit the two-way-output response (e.g., UV–vis and CD). In addition, much more strained quinodimethane derivatives, 1,2-bis(diarylmethylene)acenaphthene and 1,16-diaryldibenzo[b,n]perylene, were also generated from the dicationic precursors, demonstrating that the reductive transformation can serve as a useful protocol to generate severely deformed π-conjugated systems.


Sign in / Sign up

Export Citation Format

Share Document