Creation of High-performance Photochromic Compounds Based on Control of Their Conformations

2014 Fiscal Year Final Research Report

• Project/Area Number: 23350096
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Organic and hybrid materials
• Research Institution: Yokohama National University
• Principal Investigator: YOKOYAMA Yasushi 横浜国立大学, 工学(系)研究科(研究院), 教授 (60134897)
• Project Period (FY): 2011-04-01 – 2015-03-31
• Keywords: フォトクロミズム / 立体選択性 / ジアリールエテン / 水素結合 / ジアステレオ選択性 / エナンチオ選択性 / ヒト血清アルブミン

Outline of Final Research Achievements

Highly diastereoselective photochromic diarylethene derivative was achieved based on the intramolecular hydrogen bonds. Its cyclization quantum yield was as high as 0.85 and the diasteremer ratio was >99.5:<0.5, namely nearly perfect stereocontrol was achieved. In this system intramolecular hydrogen bonds worked co-operatively so that both cyclization quantum yield and the cyclization diastereoselectivity became high.
In addition, we carried out photocyclization of a diarylethene possessing hydroxymethyl groups trapped in human serum albumin in phosphate buffer media. When the incubation temperature was kept as -4 degrees centigrade, the enantioselectivity was as high as 71% ee.

Free Research Field

有機光化学