Atom-economical synthesis of novel oxazobicycles: A new class of photochromic colorants

ORGN 406

Ding-Yah Yang, yang@thu.edu.tw1, You-Sheng Chen1, Pei-Yu Kuo1, Jiun-Ting Lai1, Chang-Ming Jiang2, Chin-Hung Lai2, Yong-Hong Liao2, and Pi-Tai Cho2. (1) Department of Chemistry, Tunghai University, 181, Taichung-Kang Rd. Sec.3, Taichung, Taiwan, 407, Taiwan, (2) Department of Chemistry, National Taiwan University
Photochromism has recently attracted attention both in academic and industry due to the fact that organic photochromic compounds have been recognized to have widespread applications in various photonic devices such as erasable memory media and optical switching. Thus, new classes of organic photochromic dyes with novel molecular scaffolds should be developed for use as suitable materials for the aforementioned applications. In this poster presentation, we will report an efficient and atom-economical synthesis of a novel oxazobicycle as a new class of photochromic colorants. The compound turns pale red upon UV irradiation and undergoes reverse reaction while being heated, as shown below. The oxazobicycle reported here, to the best of our knowledge, represents the first example of a heterobicyclic molecule exhibiting satisfactory photochromic properties. The detailed synthesis and its photochemical properties will be described.