alpha-CD/crown-appended diazophenol for selective sensing of amines.
[reaction: see text] Azophenol dyes having the permethylated cyclodextrin and/or crown moieties have been synthesized. Compound 1 provides critical information on discriminating 1-3 degrees amines with unique color changes. Addition of 1 degrees and 2 degrees amines to 1 shifts the absorbance maximum of 1 from 380 to approximately 580 and approximately 530 nm, respectively, but no change is observed with 3 degrees amines. The high selectivity of 1 is mainly due to H-bonding between the ammonium H atoms of the amine and oxygen atoms of the crown-6.
Jung
Jong Hwa
JH
Department of Chemistry, Gyeongsang National University, Chinju, Korea. jonghwa@gnu.ac.kr
Lee
Soo Jin
SJ
Kim
Jong Seung
JS
Lee
Woo Song
WS
Sakata
Yoshiteru
Y
Kaneda
Takahiro
T
D000588:Amines / Q000737:chemistry*; D001391:Azo Compounds / Q000138:chemical synthesis*; D003124:Colorimetry; D004396:Coloring Agents / Q000138:chemical synthesis*; D006860:Hydrogen Bonding; D015394:Molecular Structure; D010636:Phenols / Q000138:chemical synthesis*
D000588:Amines; D001391:Azo Compounds; D004396:Coloring Agents; D010636:Phenols