119th General Meeting of the KCS

Type Symposium
Area Current Trends in Organic Chemistry Ⅱ: Molecular Recognition
Room No. 302호
Time FRI 10:25-:
Code ORGN2-4
Subject A Double Relay: Functional π-Scaffolds Built Upon Resonance-Enhanced Dual Hydrogen Bonds
Authors 이동환
서울대학교 화학부, Korea
Abstract A carbon-based π-conjugation can be functionalized with a hydrogen-bond donor (HBD) group at one end and a hydrogen-bond acceptor (HBA) group at the other end. When such HBD…HBA joint encloses a stable six-membered ring, a synergy between electron delocalization and proton sharing engenders extra thermodynamic stability. Taking this textbook paradigm of resonance-assisted hydrogen bond (RAHB) to the next level, we have recently constructed an extended π-conjugation platform that is embedded with multiple nitrogen-based functional groups to relay two protons in a cooperative fashion. A large shift in charge distribution that accompanies such process can be exploited to tune optical properties. The protons can be replaced with main-group surrogates to produce new fluorophores displaying structure-dependent light-emitting properties over a wide spectral window. In this presentation will be discussed the advent, current progress, and future directions of this chemistry.
E-mail dongwhan@snu.ac.kr