Enantioselective gel collapsing: a new means of visual chiral sensing.
An optically active BINOL-terpyridine based Cu(II) complex (R)-2 was prepared. Sonication of (R)-2 in CHCl(3) led to the formation of a stable gel. The interaction of this gel with chiral amino alcohols was studied. It was found that (S)-phenylglycinol (0.10 equiv) could break the gel network of (R)-2 (3.75% w/v, g/mL) in CHCl(3) to cause gel collapsing but (R)-phenylglycinol (0.10 equiv) could not. Similar enantioselective gel collapsing was also observed with (R)- and (S)-1-amino-2-propanol. This study demonstrates that chiral molecular gels are potentially useful for visual chiral discrimination. Complex (R)-2 in solution also exhibited significant enantioselective fluorescent enhancement in the presence of a variety of amino alcohols.
Chen
Xi
X
Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu, China 610064.
Huang
Zeng
Z
Chen
Shan-Yong
SY
Li
Kun
K
Yu
Xiao-Qi
XQ
Pu
Lin
L