TY - JOUR
T1 - Nitrite selective anion receptor based on 1-methyl-1H-perimidine
AU - Pandian, Thiravidamani Senthil
AU - Srinivasadesikan, Venkatesan
AU - Lin, Ming-Chang
AU - Kang, Jongmin
PY - 2015/10/7
Y1 - 2015/10/7
N2 - A new anion receptor 1, which utilizes only C-H hydrogen bonding have been designed and synthesized. This receptor utilizes both aromatic C-H (two perimidine C2-H, anthracene 9-H) and aliphatic C-H (two perimidine 1-methyl C-H, two benzylic C-H) as hydrogen bonding moieties. The receptor 1 is found to have considerable binding affinity for weakly basic anions even in polar solvent such as DMSO. In addition, receptor 1 is selective for nitrite. The experimental data from UV-vis, fluorescence and 1H NMR titration are consistent with theoretical studies. The order of the interaction of the C-H groups of perimidine containing receptor with NO2- anion is found to be perimidine (C-H)>methylene (C-H)>methyl (C-H)>anthracene (C-H).
AB - A new anion receptor 1, which utilizes only C-H hydrogen bonding have been designed and synthesized. This receptor utilizes both aromatic C-H (two perimidine C2-H, anthracene 9-H) and aliphatic C-H (two perimidine 1-methyl C-H, two benzylic C-H) as hydrogen bonding moieties. The receptor 1 is found to have considerable binding affinity for weakly basic anions even in polar solvent such as DMSO. In addition, receptor 1 is selective for nitrite. The experimental data from UV-vis, fluorescence and 1H NMR titration are consistent with theoretical studies. The order of the interaction of the C-H groups of perimidine containing receptor with NO2- anion is found to be perimidine (C-H)>methylene (C-H)>methyl (C-H)>anthracene (C-H).
KW - Anion receptor
KW - C-H hydrogen bonds
KW - Nitrite
KW - Perimidine
UR - http://www.scopus.com/inward/record.url?scp=84940585618&partnerID=8YFLogxK
U2 - 10.1016/j.tet.2015.02.091
DO - 10.1016/j.tet.2015.02.091
M3 - Article
AN - SCOPUS:84940585618
SN - 0040-4020
VL - 71
SP - 7782
EP - 7788
JO - Tetrahedron
JF - Tetrahedron
IS - 40
M1 - 26480
ER -