[5]Cycloparaphenylene is the world's smallest carbon nanoring.

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Structural Features

• CPP having the smallest ring size among synthesized other examples
• Cyclic unit structure of fullerene (C₆₀) and [5,5] carbon nanotube
• The same diameter as C₆₀ (0.7 nm)

Properties

• Soluble in organic solvents
• Narrow HOMO-LUMO gap comparable with that of C₆₀

Possible Application

• Organic electronics materials
• Raw material for carbon nanoring derivatives, and bottom up synthesis of CNT
• Molecular host materials

References

• Synthesis and Characterization of [5]Cycloparaphenylene
  • E. Kayahara, V. K. Patel, S. Yamago, J. Am. Chem. Soc. 2014, 136, 2284.
• Practical Synthesis of [n]Cycloparaphenylenes (n=5, 7–12) by H₂SnCl₄‐Mediated Aromatization of 1,4‐Dihydroxycyclo‐2,5‐diene Precursors
  • E. Kayahara, V. K. Patel, S. Yamago, Chem. Eur. J. 2015, 21, 5742.
• S. Yamago, E. Kayahara, Patent Pending, Appl. No. JP2014-009789.

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