Zigzag carbon nanobelts are a long-sought-after yet unrealized target for organic synthesis.Herein,we report a study toward the synthesis of tetrabenzo[10]cyclacene,an undocumented zigzag carbon nanobelt.The synthetic...Zigzag carbon nanobelts are a long-sought-after yet unrealized target for organic synthesis.Herein,we report a study toward the synthesis of tetrabenzo[10]cyclacene,an undocumented zigzag carbon nanobelt.The synthetic precursor of tetrabenzo[10]cyclacene is its box-shaped tetraepoxy derivative,which is synthesized through iterative Diels–Alder reactions utilizing a“C”-shaped building block.Attempted aromatization of this tetraepoxy nanobox toward the formation of a fully conjugated nanobelt results in an octahydro derivative of tetrabenzo[10]cyclacene.The structures of the tetraepoxy nanobox and octahydrotetrabenzo[10]cyclacene were both unambiguously identified with single-crystal X-ray crystallography.展开更多
基金This research was made possible as a result of generous grants from the Research Grants Council of Hong Kong(GRF 14300218)the Croucher Senior Research Fellowship.
文摘Zigzag carbon nanobelts are a long-sought-after yet unrealized target for organic synthesis.Herein,we report a study toward the synthesis of tetrabenzo[10]cyclacene,an undocumented zigzag carbon nanobelt.The synthetic precursor of tetrabenzo[10]cyclacene is its box-shaped tetraepoxy derivative,which is synthesized through iterative Diels–Alder reactions utilizing a“C”-shaped building block.Attempted aromatization of this tetraepoxy nanobox toward the formation of a fully conjugated nanobelt results in an octahydro derivative of tetrabenzo[10]cyclacene.The structures of the tetraepoxy nanobox and octahydrotetrabenzo[10]cyclacene were both unambiguously identified with single-crystal X-ray crystallography.