[ <i>n</i> ]Cycloparaphenylene‐Pillar[5]arene Bismacrocycles: Their Circularly Polarized Luminescence and Multiple Guest Recognition Properties
Youzhi Xu, Fabian M. Steudel, Ming‐Yi Leung, Biao Xia, Max von Delius, Vivian Wing‐Wah Yam
Abstract
Abstract Both pillar[ n ]arenes (P[ n ]As) and [ n ]cycloparaphenylenes ([ n ]CPPs) play an important role in supramolecular chemistry. Herein, we report the precise synthesis of two multifunctional bismacrocycles [ n ]CPP‐P[5]A by integrating P[5]A into the [ n ]CPP backbone. The photoluminescence quantum yield ( Φ F ) of the bismacrocycles was found to show a dramatic increase relative to the corresponding [ n ]CPPs. The chiral enantiomers ( pR )/( pS )‐[8]CPP‐P[5]A were successfully isolated by chiral HPLC, and showed promising properties of circularly polarized luminescence ( g lum ≈0.02). In addition, [ n ]CPP‐P[5]A bismacrocycles are capable of binding pyridinium salts and fullerene derivatives with high affinity and specificity within the two distinct cavities. Transient absorption studies showed that photo‐induced electron transfer occurs in [10]CPP‐P[5]A⊃C 60 complex. Our results suggest that [ n ]CPP‐P[5]A are potentially useful in CPL‐active materials, multiple guest recognition and supramolecular polymer preparation.