Planar-Chiral Pillar[5]arene: Chiral Switches Induced by Multiexternal Stimulus of Temperature, Solvents, and Addition of Achiral Guest Molecule
2010; American Chemical Society; Volume: 76; Issue: 2 Linguagem: Inglês
10.1021/jo1021508
ISSN1520-6904
AutoresTomoki Ogoshi, Ryohei Shiga, Tada‐aki Yamagishi, Yoshiaki Nakamoto,
Tópico(s)Molecular Sensors and Ion Detection
ResumoWe synthesized chiral-substituents modified pillar[5]arene for the first time. The chiral-substituents modified pillar[5]arene showed planar chirality and interconversion between (pS) and (pR) forms took place quickly. The planar chirality was switched by temperature, solvents, and addition of achiral guest. As the measurement temperature increased, the diastereomeric excess was decreased. The diastereomeric excesses were high in low-permittivity solvents, while a low diastereomeric excess was observed in high-permittivity solvents. Addition of achiral guest induced an increase of negative CD intensities.
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