铜催化的炔烃与富勒烯溴化物之间的[4 + 2]环加成反应。
Copper-catalyzed formal [4 + 2] annulation between alkyne and fullerene bromide.
机构信息
Nakamura Functional Carbon Cluster Project, ERATO, Japan Science and Technology Agency, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
出版信息
J Am Chem Soc. 2010 Sep 8;132(35):12234-6. doi: 10.1021/ja1056399.
A copper-catalyzed reaction of arylacetylene or enyne with C(60)Ar(5)Br effects a formal [4 + 2] annulation reaction to form a dihydronaphthalene ring fused to the fullerene core. The reaction involves a formal C-H bond activation and takes place by a copper-mediated radical mechanism. This reaction takes place in 60-75% overall yield from [60]fullerene and creates axial chirality in the product because of restricted rotation of the top aryl groups.
铜催化的芳基乙炔或烯炔与 C(60)Ar(5)Br 的反应，通过一个铜介导的自由基机制，实现了芳基乙炔或烯炔与 C(60)Ar(5)Br 的[4+2]环加成反应，形成了一个稠合在富勒烯核心上的二氢萘环。该反应涉及到一个形式上的 C-H 键活化，总产率为 60-75%，从[60] fullerene 开始，由于顶部芳基基团的旋转受限，产物中产生了轴向手性。
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