TY - JOUR
T1 - 6,6′-Bis-substituted BINOL boronic acids as enantioselective and chemoselective fluorescent chemosensors for D-sorbitol
AU - Liang, Xiaofen
AU - James, Tony D
AU - Zhao, Jianzhang
PY - 2008
Y1 - 2008
N2 - A new chiral fluorescent BINOL boronic acid 1 has been synthesized. The chiral recognition properties of 1 are drastically different from BINOL boronic acid c. Sensor 1 shows improved enantioselectivity as well as chemoselectivity toward sugar alcohols, such as D-sorbitol and D-mannitol. The enantioselectivity of sensor 1 toward D-sorbitol (K-R/K-S) is 1:35 (pH 9.0), and the chemoselectivity for D-sorbitol/D-mannitol is 20:1.
AB - A new chiral fluorescent BINOL boronic acid 1 has been synthesized. The chiral recognition properties of 1 are drastically different from BINOL boronic acid c. Sensor 1 shows improved enantioselectivity as well as chemoselectivity toward sugar alcohols, such as D-sorbitol and D-mannitol. The enantioselectivity of sensor 1 toward D-sorbitol (K-R/K-S) is 1:35 (pH 9.0), and the chemoselectivity for D-sorbitol/D-mannitol is 20:1.
UR - http://www.scopus.com/inward/record.url?scp=37649019736&partnerID=8YFLogxK
UR - http://dx.doi.org/10.1016/j.tet.2007.11.061
U2 - 10.1016/j.tet.2007.11.061
DO - 10.1016/j.tet.2007.11.061
M3 - Article
SN - 0040-4020
VL - 64
SP - 1309
EP - 1315
JO - Tetrahedron
JF - Tetrahedron
IS - 7
ER -