연세대학교 이과대학 화학과

일시: 2025년 9월 25일 (목) 오후 5시

장소: 과학관 B131호

초록: 

N-Heterocyclic compounds have consistently been developed to the present day in variousfields, including pharmaceuticals and materials chemistry. In this study, a variety of N-heterocyclic compounds were synthesized via Rh(III)-catalyzed C–H activation. Firstly,double N-annulated benzoquinolizinium salts were obtained using a primary allylamine and an internal alkyne in the presence of the Rh(III)/Cu(II) complex. Next, pyridinium salts weresynthesized via a mono N-annulation reaction with a secondary allylamine and an internalalkyne. To expand the pyridinium salt substrate scope, asymmetric internal alkynes wereinvestigated to obtain asymmetric pyridinium salts in a recent study. Interestingly, thesehighly conjugated N-heterocyclic compounds exhibited strong fluorescence spectra with a full-color tunable range. Moreover, drug-like activity and large Stokes shifts were observed in several specific compounds. In addition, compounds exhibiting long-wavelengthfluorescence emissions at 600 nm or above were selected for bioimaging studies and furtherinvestigated as theranostic agents. For convergent research, and due to the effectiveness of functionalization at the end of pyridinium salts, silica-based fluorescent N-heterocycliccompounds were developed. Excellent recyclability was observed when these were applied asfluorescent sensors for detecting the electron-deficient compound nitrobenzene. Collectively,these results demonstrate the great potential of functionalized N-heterocyclic compounds asversatile platforms for applications spanning fluorescence sensing, bioimaging, and theranostic research.