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首页> 外文会议>International Symposium on Fullerenes, Nanotubes, and Carbon Nanoclusters, May 12-17, 2002, Philadelphia >Chemoselective Synthesis of Novel Macrocyclic Polyether 60 Fullerene bis- and tris-Adducts by Tether-Directed Chemistry and Study of their Complexation Behavior with Alkali Metal Cations
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Chemoselective Synthesis of Novel Macrocyclic Polyether 60 Fullerene bis- and tris-Adducts by Tether-Directed Chemistry and Study of their Complexation Behavior with Alkali Metal Cations

机译：系链导向化学化学选择性合成新型大环聚醚60富勒烯双-和三-加合物及其与碱金属阳离子的络合行为研究

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摘要

A new macrocyclic tether approach to control multiple additions to C_(60) has recently been reported by Hirsch. We have applied a similar strategy using macrocyclic polyether-linked malonates. Crown ether-like macrocycles 2 and 3 were synthesized by the condensation of malonyl dichloride and triethylene glycol under solid-liquid PTC (phase-transfer-catalysis) conditions. The multiple cyclopropanation of C_(60) with macrocyclic ether-ester 2 gave fullerene bis-adduct 4 selectively. A similar process with the related macrocyclic ether-ester 3 gave tris-adduct 5 with high chemoselectivity as well. ~3He NMR was used for the characterization of multiple addition patterns toward C_(60). Complexation behavior of both macrocyclic polyether C_(60) derivatives having multi-oxygen binding sites with alkali metal cations has been studied by electrospray ionization mass spectrometry (ESI-MS). Structural effects on host-guest interactions ofmetal binding with these C_(60) derivatives have been observed.
机译：赫希（Hirsch）最近报道了一种新的大环束缚方法，可控制C_（60）的多次加成。我们已经应用了大环聚醚连接的丙二酸酯的类似策略。冠状醚类大环化合物2和3是在固液PTC（相转移催化）条件下通过丙二酰二氯与三甘醇的缩合反应合成的。 C_（60）与大环醚酯2的多环丙烷化选择性地产生了富勒烯双加合物4。与相关的大环醚酯3类似的方法也得到具有高化学选择性的三加合物5。 〜3He NMR用于表征向C_（60）的多个加成模式。通过电喷雾电离质谱（ESI-MS）研究了具有多氧结合位点的两种大环聚醚C_（60）衍生物与碱金属阳离子的络合行为。已经观察到金属结合这些C_（60）衍生物对主体-客体相互作用的结构影响。

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