Affiliation:
1. Department of Chemistry University of Basel St. Johanns-Ring 19 4056 Basel Switzerland
2. Department of Chemistry Carnegie Mellon University 15213 Pittsburgh Pennsylvania, USA
3. Institute for Nanotechnology (INT) Karlsruhe Institute of Technology (KIT) P. O. Box 3640 76021 Karlsruhe Germany
4. Karlsruhe Nano Micro Facility (KNMFi) Karlsruhe Institute of Technology (KIT) Kaiserstraße 12 76131 Karlsruhe Germany
5. Lehn Institute of Functional Materials (LIFM) School of Chemistry Sun Yat-Sen University (SYSU) 510275 Guangzhou China
Abstract
AbstractChiral organic molecules possessing high quantum yields, circular dichroism, and circularly polarized luminescence values have great potential as optically active materials for future applications. Recently, the identification of a promising class of inherently chiral compounds was reported, namely macrocyclic 1,3‐butadiyne‐linked pseudo‐meta[2.2]paracyclophanes, displaying high circular dichroism and related gabs values albeit modest quantum yields. Increasing the quantum yields in an attempt to get bright circularly polarized light emitters, the high‐yielding heterocyclization of those 1,3‐butadiyne bridges resulting in macrocyclic 2,5‐thienyls‐linked pseudo‐meta [2.2]paracyclophanes is herein described. The chiroptical properties of both, the previously reported 1,3‐butadiyne, and the novel 2,5‐thienyl bridged macrocycles of various sizes, are experimentally recorded, and theoretically described using density‐functional theory.
Funder
National Science Foundation
Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung
Higher Education Discipline Innovation Project
Subject
General Chemistry,Catalysis,Organic Chemistry