Direct Synthesis of K-Region Functionalized Polycyclic Aromatic Hydrocarbons via Twofold Intramolecular C-H/C-H
Hao Li1, Dandan Lu1, Bai-Yang Qian1
1Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, Fujian 361005, P. R. China.
Abstract:
Functionalized polycyclic aromatic hydrocarbons (PAHs) are essential building blocks for the bottom-up fabrication of structurally uniform nanocarbons. Herein we report a simple and efficient synthetic method toward K-region hydroxy-functionalized PAHs via TEMPO-mediated twofold intramolecular C-H/C-H arylations of 1-biphenyl-2-yl-2-aryl-ethanone derivatives. This method achieves high yields and selectivity, synthesizing a variety of PAH frameworks, including pyrenes, chrysenes, benzo[c]phenanthrenes, and benzo[k]tetraphenes. Our results also demonstrate the potential of these compounds as valuable candidates for the selective construction of larger PAH structures.
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