Asymmetric Synthesis of a Chiral Buckybowl
1.Introduction Buckybowls, bowl-shaped π-conjugated aromatic compounds corresponding to partial structures of fullerenes or cap structures of carbon nanotubes, are of importance not only as model compounds for fullerenes but also for their own chemical and physical properties. The science of buckybowls has recently grown drastically since practical synthetic routes have been developed. However, there are still numerous potential buckybowl targets needed to clarify the dependence of their physical properties on their unique architectures. Among such structural features, many buckybowis possess bowl chirality derived from their three-dimensional geometry, similar to chiral fullerenes and carbon nanotubes. Methods to control the bowl chirality can potentially be applied to the related chirai fullenes and carbon nanotubes as well. In addition, chiral aromatic compounds are expected to contribute to a variety of applications such as asymmetric molecular recognition, homochiral crystal organic materials, and chiral ligands for organometallic catalysis. Asymmetric synthesis of chiral buckybowls is challenging since synthetic strategies have not yet been established. In this paper we report the development of the first rational asymmetric synthesis of a C3 symmetric chiral buckybowl, (C)-8,13,18-trimethylsumanene (1).1
buckybowl bowl chirality bowl-to-bowl inversion
Shuhei Higashibayashi Hidehiro Sakurai
Research Center for Molecular Scale Nanoscience,Institute for Molecular Science,Myodaiji,Okazaki 444-8787,Japan,and PRESTO,JST,Tokyo,102-0075,Japan
国际会议
江苏镇江
英文
49-50
2008-10-15（万方平台首次上网日期，不代表论文的发表时间）