Folding-induced selective hydrogenation of helical 9,10-anthraquinone analogues.
The first selective catalytic hydrogenation induced by the artificial helix based on oligo(phenanthroline dicarboxamide)s containing a 9,10-anthraquinone subunit is described. Due to the steric hindrance within the helically folded oligomers, the selective reductions of the anthraquinone units were completely different from those of model substrates, which subsequently mimicked the enzyme catalysis for preventing some reactions from occurring.
Hu
Hai-Yu
HY
Beijing National Laboratory for Molecular Sciences, Center for Chemical Biology, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
Xiang
Jun-Feng
JF
Cao
Jing
J
Chen
Chuan-Feng
CF
D000880:Anthraquinones / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D018360:Crystallography, X-Ray; D006865:Hydrogenation; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D013053:Spectrophotometry
D000880:Anthraquinones; C042834:9,10-anthraquinone