Shu-Fang Chu

A simple and highly efficient deprotecting method for methoxymethyl and methoxyethoxymethyl ethers and methoxyethoxymethyl esters

Abstract A series of methoxyethoxymethyl (MEM)- and methoxymethyl (MOM)-ethers and MEM-esters were hydrolyzed to their corresponding alcohols and carboxylic acids by a catalytic amount of CBr4 (10%) in iPrOH under refluxing reaction condition. The chemoselective hydrolysis between R3Si- and MEM-protected alcohols can be achieved by using different steric bulkness solvents such as MeOH or iPrOH.

Synthesis of 3,4-disubstituted α-methylene-γ-lactones via sonochemical Barbier-type reaction

Abstract A series of 3,4-disubstituted α-methylene-γ-lactones were synthesized by the addition reaction of allylic bromide with aldehyde via sonochemical Barbier-type reaction condition and then followed by the in situ intramolecular esterification. The α-methylene-γ-lactone was produced as the sole product when THF/PhH solvent mixture was used whereas the allylation adduct was generated as the major product when solvent DMF was used.

INFLUENCE OF CONSTITUTION OF HYBRID FERROCENYL ALKANETHIOLS SELF-ASSEMBLED MONOLAYERS TO INTERFACIAL CHARACTERISTICS ON GOLD SURFACE

The interfacial characteristics of self-assembled monolayer (SAM), that are applied in miniaturized sensor design, were strongly influenced by the SAM constitution. The electrochemical and interfacial characteristics of hybrid SAMs that constituted with ferrocenyl octanethiol (FcC8SH) and unsubstituted octanethiol (C8) or 2-mercaptopyrimidine (2-MPD) were investigated in this study. The peaks of anodic oxidation were observed at around 0.49 V (vs. Ag/AgCl) in the FcC8SH/C8 hybrid SAM. However, the oxidation potentials descended from 0.42–0.38 V as the molar fraction of FcC8SH was decreased from 0.8–0.2 in the FcC8SH/2-MPD hybrid SAM. On the other hand, the interfacial hydrophilicity of FcC8SH/2-MPD hybrid SAM was measured to be higher than the FcC8SH/C8 hybrid SAM due to the random arrangement of SAM caused by the shape of 2-MPD. Then, the surface roughness of hybrid SAM and chain length of ferrocenyl alkanethiols were all considered to be the parameters of interfacial characteristics. In summary, doping of 2-MPD in SAMs might reduce the rigidity of ferrocenyl alkanethiol SAMs and increase the interfacial hydrophilicity. This result will be useful in the development of the low power consumption portable bioanalytical system. And a miniaturized bioanalytical system based on ferrocenyl SAMs would be developed in the future.