Regioselective Synthesis and Crystallographic Characterization of Isoxazoline-Ring-Fused Derivatives of Sc3N@Ih-C80 and C60.
Highly regioselective 1,3-dipolar cycloaddition of 3,5-dichloro-2,4,6-trimethoxybenzonitrile oxide (1) to Sc3N@Ih-C80 or C60 affords the corresponding isoxazoline-ring-fused derivatives Sc3N@Ih-C80(C10H9O4NCl2) (2a) and C60(C10H9O4NCl2) (2b). 2a represents the first example of an endohedral metallofullerene derivative with an isoxazoline ring. Crystallographic and NMR spectroscopic studies reveal a [5,6]-bond addition pattern in 2a but a [6,6]-bond addition manner in 2b.
State Key Laboratory of Materials Processing and Die & Mold Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology (HUST) , Wuhan 430074, China.
Lipiao
L
Bao
State Key Laboratory of Materials Processing and Die & Mold Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology (HUST) , Wuhan 430074, China.
Muqing
M
Chen
State Key Laboratory of Materials Processing and Die & Mold Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology (HUST) , Wuhan 430074, China.
Wangqiang
W
Shen
State Key Laboratory of Materials Processing and Die & Mold Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology (HUST) , Wuhan 430074, China.
Changwang
C
Pan
Department of Chemistry, University of California , Davis, California 95616, United States.
Kamran B
KB
Ghiassi
Department of Chemistry, University of California , Davis, California 95616, United States.
Marilyn M
MM
Olmstead
Department of Chemistry, University of California , Davis, California 95616, United States.
Alan L
AL
Balch
State Key Laboratory of Materials Processing and Die & Mold Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology (HUST) , Wuhan 430074, China.
Takeshi
T
Akasaka
State Key Laboratory of Materials Processing and Die & Mold Technology, School of Materials Science and Engineering, Huazhong University of Science and Technology (HUST) , Wuhan 430074, China.
Xing
X
Lu