Cobalt-catalyzed hydroalkylation of [60]fullerene with active alkyl bromides: selective synthesis of monoalkylated fullerenes.
Cobalt-catalyzed hydroalkylation of [60]fullerene with active alkyl bromides: selective synthesis of monoalkylated fullerenes.
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DOI：
10.1021/ja204982w
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发表时间：
2011-07
影响因子：
15
通讯作者：
Shi-Han Lu;T. Jin;M. Bao;Yoshinori Yamamoto
中科院分区：
文献类型：
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作者：
Shi-Han Lu;T. Jin;M. Bao;Yoshinori Yamamoto
在Mn还原剂和H_2O存在下，C_（60）与活性溴代烷1（RBr）在室温下共催化加氢烷基化反应，得到了高产率的单烷基化C_（60）（2）。在Ar气氛下使用CoLn/Mn/H（2）O是本转化成功的关键。该反应最可能通过Co（0或I）络合物促进的自由基（R（·））的生成，然后加成到C（60）上来进行。将该加氢烷基化方法应用于锌卟啉连接的C（60）（2l）、树枝状聚合物连接的C（60）（2 m）和富勒烯二聚体（2n）的合成，这是通过先前已知的方法不容易获得的。
The Co-catalyzed hydroalkylation of C(60) with reactive alkyl bromides 1 (RBr) in the presence of Mn reductant and H(2)O at ambient temperature gave the monoalkylated C(60) (2) in good to high yields. The use of CoLn/Mn/H(2)O under Ar atmosphere is crucial for the success of the present transformation. The reaction most probably proceeds through the Co(0 or I) complex-promoted generation of a radical (R(•)) followed by addition to C(60). This hydroalkylation method was applied to the synthesis of zinc porphyrin attached C(60) (2l), dendrimer attached C(60) (2m), and fullerene dimer (2n), which were not easily available through the previously known methods.