Affiliation:
1. Department of Materials Chemistry Faculty of Science and Technology Ryukoku University Seta Otsu Shiga 520-2194 Japan
2. Department of Information and Basic Science Graduate School of Science Nagoya City University Mizuho-ku Nagoya Aichi 467-8501 Japan
3. Department of Chemistry and Biochemistry California State University Long Beach 1250, Bellflower Blvd. Long Beach Los Angeles CA, 90840 USA
4. School of Pharmacy Hyogo Medical University Minatojima, Chuo-ku Kobe 650-8530 Japan
Abstract
AbstractFragments of buckminsterfullerene (C60) include the monumental three compounds corannulene, sumanene, and truxene. These three have served as leading molecules in ongoing research for curved, fused, and π‐extended polyaromatic materials. Achieving more structural variations that join the ranks of these three archetypes remains challenging. Herein we report synthesis of an octacyclic hydrocarbon that is an unexplored C60‐fragment, namely, a 4,11‐dihydrodiindeno[7,1,2‐ghi:7′,1′,2′‐pqr]chrysene (C28H16, which we named Metelykene). The key to success was solution‐compatible synthesis in which double pentagonal rings flank hexagonal ones. This solution‐phase approach, coupled with the resulting non‐planar π‐conjugation, is so straightforward that it offers an entry to a derivative such as a cardo aromatic monomer.
Subject
Organic Chemistry,Physical and Theoretical Chemistry