Fusion of photochromic reaction and synthetic reaction: photoassisted cyclization to highly strained chiral azobenzenophanes.
A method for synthesizing highly strained cyclic structures by combining photochromic and synthetic reactions is described. Tightly linked azobenzene-binaphthyl dyads (R)-4 and (R)-6 could not be obtained by conventional cyclization, but continuous application of photoirradiation, which induced (E)→(Z) isomerization of the azobenzene moiety, allowed the cyclization reaction to proceed, affording the desired chiral azobenzenophanes.
RIKEN, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan. takaishi@st.seikei.ac.jp
Kazuto
K
Takaishi
Masuki
M
Kawamoto
Atsuya
A
Muranaka
Masanobu
M
Uchiyama
D001391:Azo Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D015394:Molecular Structure; D055668:Photochemical Processes; D014466:Ultraviolet Rays
D001391:Azo Compounds; C009850:azobenzene