53447-50-0Relevant academic research and scientific papers
One-step synthesis of [16]helicene
Mori, Kazuyuki,Murase, Takashi,Fujita, Makoto
, p. 6847 - 6851 (2015)
Abstract A single-strand arylene-vinylene precursor containing four phenylene and three naphthylene units linked together with six vinylene spacers undergoes helical folding via sextuple photocyclization to give a [16]helicene core in a single step. The phenylene and naphthylene units are arranged in the precursor such that unfavorable side reactions (anthracene or benzoperylene formation) are avoided, and this is the key to the success of the one-step synthesis of [16]helicene, which is the longest [n]helicene that has been synthesized to date. An aromatic spiral layer: A [16]helicene core was prepared in a single step by sextuple photocyclization from a single-strand arylene-vinylene precursor containing four phenylene and three naphthylene units linked by six vinylene spacers. X-ray crystallographic analysis revealed the triple-layered structure. A new guideline for the design of precursor olefins resulted in the longest helicene synthesized to date.
