Stepwise Synthesis of Low-Symmetry Hexacationic Pyridinium Organic Cages
Jinxin Wang, Shao‐Chuan Li, Li‐Xuan Cai, Shao‐Jun Hu, Li‐Peng Zhou, Jian Yang, Qing‐Fu Sun
Abstract
An efficient approach was developed for the synthesis of the well-known BlueCage by pre-bridging two 2,4,6-tris(4-pyridyl)-1,3,5-triazine (TPT) panels with one linker followed by cage formation in a much improved yield and shortened reaction time. Such a stepwise methodology was further applied to synthesize three new pyridinium organic cages, C2, C3, and C4, where the low-symmetry cages C3 and C4 with angled panels demonstrated better recognition properties toward 1,1′-bi-2-naphthol (BINOL) than the high-symmetry analogue C2 featuring parallel platforms.
Topics & Concepts
PyridiniumChemistryCageLinkerYield (engineering)Symmetry (geometry)Combinatorial chemistryBridging (networking)TriazineOrganic chemistryMaterials scienceComputer scienceOperating systemMathematicsMetallurgyComputer networkGeometryCombinatoricsSupramolecular Chemistry and ComplexesMolecular Sensors and Ion DetectionAdvanced NMR Techniques and Applications