Divergent Synthesis of Contorted Polycyclic Aromatics Containing Pentagons, Heptagon, and/or Azulene

作者：Taifeng Liu, Chaoran Qi, Qinghai Zhou, Wenying Dai, Yuying Lan, Lanting Xu, Junxia Ren, Yangyang Pan, Lei Yang, Yongchao Ge, Yang‐Kun Qu, Wenhua Li, Hexing Li, Shengxiong Xiao · 发表于：Organic Letters · 年份：2021 · DOI：10.1021/acs.orglett.1c03498 · 被引用次数：15 · 研究领域：Synthesis and Properties of Aromatic Compounds、Fullerene Chemistry and Applications、Luminescence and Fluorescent Materials

Divergent synthesis of four contorted aromatics containing pentagons, a heptagon, and/or an azulene from the same difluorenyl pentacenediene precursor were realized in one step. The subtle differences in molecular structure were confirmed by X-ray crystallography. The mechanisms for the control of different products, which involve a ring-expansion rearrangement, Scholl reactions, and/or Mallory cyclization were proposed on the basis of control experiments and DFT calculations. Such development adds good structure versatility and materials accessibility to the study of contorted aromatics.