Inherently chiral nor-heteracalixarenes: design and synthesis <i>via</i> enantioselective intramolecular Suzuki–Miyaura reaction
Yi‐Fan Jiang, Shuo Tong, Jieping Zhu, Mei‐Xiang Wang
Abstract
an intramolecular Suzuki-Miyaura cross-coupling reaction affords the 15-membered cyclophane without any chiral elements in high yields and enantioselectivities. Notably, the formation of the aryl-aryl bond does not induce axial chirality at the biaryl linkage. Instead, it restricts the free rotation of an aromatic ring located four bonds away, leading to the inherent chirality of the macrocycle. The intriguing chiroptical properties of these compounds made them promising platform for the development of CPL emitters.
Topics & Concepts
Enantioselective synthesisIntramolecular forceHeteroatomArylChemistryCombinatorial chemistryStereochemistryCatalysisOrganic chemistryRing (chemistry)AlkylAxial and Atropisomeric Chirality SynthesisSynthesis and Properties of Aromatic CompoundsMolecular spectroscopy and chirality