Solid-phase synthesis of unsymmetrical trans-stilbenes.
A small library of fluorescent and unsymmetrical trans-stilbene compounds was efficiently produced by a solid-phase synthetic approach using the sulfonate-based traceless linker system. Nickel(0)-catalyzed cleavage/cross-coupling of polymer-bound stilbenesulfonates with aryl Grignard reagents generated the desired trans-stilbenes at high yield by the multifunctional release facilitating the additional diversification of the library. The luminescent properties of trans-stilbenes are assessed, and the influence of alkyl substituents on their photophysical properties is discussed.
Cho
Chul-Hee
CH
School of Chemical Engineering and Materials Science, Chung-Ang University, Seoul, Korea.
Kim
Chul-Bae
CB
Park
Kwangyong
K
D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry; D017550:Spectroscopy, Fourier Transform Infrared; D013267:Stilbenes / Q000138:chemical synthesis* / Q000737:chemistry
D005456:Fluorescent Dyes; D013267:Stilbenes; D009532:Nickel