Chiral Discrimination in Photochromic Helicenes
- 29 April 2005
- journal article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 127 (20), 7272-7273
- https://doi.org/10.1021/ja050190j
Abstract
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.Keywords
This publication has 10 references indexed in Scilit:
- Reversible Optical Transcription of Supramolecular Chirality into Molecular ChiralityScience, 2004
- A Chiroptical Molecular Switch with Distinct Chiral and Photochromic Entities and Its Application in Optical Switching of a Cholesteric Liquid CrystalChemistry – A European Journal, 2003
- Electrochiroptical Response of 2,2‘-(2,2-Diarylethenyl)binaphthyl-Type Electron Donors That Undergo Reversible C−C Bond Formation/Breaking upon Two-Electron TransferThe Journal of Organic Chemistry, 2003
- Bistable Ferroelectric Liquid Crystal Photoswitch Triggered by a Dithienylethene DopantJournal of the American Chemical Society, 2002
- Electron-Induced Switching of the Supramolecular Chirality of Optically Active Polythiophene AggregatesJournal of the American Chemical Society, 2002
- Reversible [7]-Thiahelicene Formation Using a 1,2-Dithienylcyclopentene PhotochromeJournal of the American Chemical Society, 2001
- Nondestructive Data Processing Based on Chiroptical 1,2-Dithienylethene PhotochromesAngewandte Chemie International Edition, 2001
- Molecular SwitchesPublished by Wiley ,2001
- Syntheses of Functionalized and Aggregating Helical Conjugated MoleculesAngewandte Chemie International Edition, 2000
- Dynamic Control and Amplification of Molecular Chirality by Circular Polarized LightScience, 1996