Affiliation:
1. Centre for Molecular Systems and Organic Devices (CMSOD) State Key Laboratory of Organic Electronics and Information Displays & Institute of Advanced Materials (IAM), Nanjing University of Posts & Telecommunications 9 Wenyuan Road Nanjing Jiangsu 210023 China
2. Frontiers Science Center for Flexible Electronics (FSCFE), MIIT Key Laboratory of Flexible Electronics (KLoFE), Northwestern Polytechnical University Xi’an Shaanxi 710072 China
Abstract
Comprehensive SummaryTo address the stereoselective synthesis challenge in π‐stacked grids with four chiral centers, we utilized coplanar and highly rigid 11,12‐dihydroindeno[2,1‐a]fluorene‐11,12‐diol and 2,2'‐bithiophene as synthons, employing Friedel‐Crafts gridization (FCG). Leveraging the supramolecular interactions of S···S and π···π within the thiophene moiety, along with the steric effect of the 11,12‐dihydroindeno[2,1‐a]fluorene scaffold, we successfully achieved the exclusive generation of a single isomer of Ladder‐type π‐stacked grids (LGs‐IF) containing six theoretical isomers. By subsequently substituting 2,2'‐bithiophene with thiophene/bithiophene derivatives as synthons, we maintained an exceptionally high level of stereoselectivity. This study introduces a novel approach for the stereo‐controlled preparation of grids involving multi‐chiral centers.