Litcius/Paper detail

Propeller Configuration Flipping of the Trivalent Boron-Inducing Substituent Dependence of the Circularly Polarized Luminescence Sign in Triarylborane-Based [7]Helicenes

Hanwei Li, Meng Li, Zheng‐Hua Zhao, Chuan‐Feng Chen, Qian Peng, Cui‐Hua Zhao

2021Organic Letters21 citationsDOI

Abstract

We here disclose two triarylborane-based [7]helicenes, which contain a dimesitylboryl or a 2-(dimesitylboryl)phenyl at position 9 of the [7]helicene skeleton. The change in the peripheral substituent from dimesitylboryl to 2-(dimesitylboryl)phenyl induced doubling of |glum| and sign inversion of the circularly polarized luminescence (CPL). The substituent dependence of the CPL sign is reasonably explained by the propeller configuration flipping of boron, which has a significant influence on the chiroptical properties.

Topics & Concepts

SubstituentChemistryLuminescenceHeliceneSign (mathematics)PropellerStereochemistryBoronCrystallographyPhotochemistryMoleculePhysicsOpticsOrganic chemistryMathematicsMathematical analysisMarine engineeringEngineeringSynthesis and Properties of Aromatic CompoundsLuminescence and Fluorescent MaterialsOrganoboron and organosilicon chemistry