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Lanthanum Endohedral Metallofulleropyrrolidines: Synthesis, Isolation, and EPR Characterization
Author(s) -
Cao Baopeng,
Wakahara Takatsugu,
Maeda Yutaka,
Han Aihong,
Akasaka Takeshi,
Kato Tatsuhisa,
Kobayashi Kaoru,
Nagase Shigeru
Publication year - 2004
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200305167
Subject(s) - lanthanum , electron paramagnetic resonance , regioselectivity , toluene , mass spectrometry , chemistry , nuclear chemistry , high performance liquid chromatography , absorption spectroscopy , spectroscopy , organic chemistry , chromatography , catalysis , nuclear magnetic resonance , physics , quantum mechanics
Lanthanum endohedral metallofulleropyrrolidines have been synthesized for the first time through addition of an azomethine ylide to La@C 82 ‐A in toluene. It was found that the addition reaction is very efficient and, to some extent, regioselective. Two major endohedral metallofulleropyrrolidines, a monoadduct and a bisadduct of La@C 82 ‐A with abundance ratio of ∼1:0.4, have been isolated by HPLC chromatography and characterized by mass spectrometry, UV/Vis‐NIR absorption, and EPR spectroscopy. The electronic structure of La@C 82 ‐A has been modified slightly upon monoaddition and significantly upon bisaddition of the pyrrolidines.