Bispidine as a Versatile Scaffold: From Topological Hosts to Transmembrane Transporters

Abstract

The development of designer topological structures is synthetically challenging endeavor. We herein present bispidine as a platform for the design of molecules with various topologies and functions. Bispidine‐based acyclic molecule, showing intriguing S‐shape topology was discussed. Single crystal X‐ray revealed that this molecule exists in solid state as two conformational enantiomers. In addition to that, bispidine‐based designer macrocycles were synthesized and investigated for ionophoric properties. Patch clamp experiments revealed that these macrocycles transport non‐specifically both anions and cations with at least 10‐fold higher chloride conductance over the cations under the given experimental conditions. The results indicated that the self‐assembling macrocycle form tubular assembly as evident from ultramicroscopic techniques and single crystal X‐ray crystallographic studies. Our design highlights the utilization of non‐conventional dihydrogen interactions in nanotube fabrication.