Synthesis and Isolation of a Homochiral Nanohoop Composed of a Tröger's Base and Hexaparaphenylene

Abstract

The synthesis of a new nanohoop containing a stereogenic Tröger's base skeleton tethered to a curved hexaparaphenylene ([6]CPP) is reported. The TB[6]CPP nanohoop possesses a stable C2 symmetrical structure, which promotes the allowed transition that gives rise to pale blue emission with a quantum yield of ~0.69, surpassing the value of the more symmetrical [8]CPP. Moreover, TB[6]CPP shows chiroptical properties including circular dichroism and circularly polarized luminescence with a moderate dissymmetry factor (|glum|) of ~2.1×10−3.