Chiral discrimination in photochromic helicenes.
A photoresponsive dithienylethene derivative bearing chiral pinene-based arms underwent a stereoselective photoinduced cyclization reaction to produce greater than 98% of a single diastereomer. The magnitude of the optical rotation changed as much as Delta[alpha]373 = 8698 degrees upon alternate irradiation with 400 nm and greater than 434 nm light.
Wigglesworth
Tony J
TJ
Department of Chemistry, Simon Fraser University, Burnaby, BC, Canada.
Sud
David
D
Norsten
Tyler B
TB
Lekhi
Vikram S
VS
Branda
Neil R
NR