A facile efficient synthetic tool, Buchwald-Hartwig cross-coupling reaction, for the functionalization of 1,2,4,5-tetrazines is presented. Important factors affecting the Buchwald-Hartwig cross-coupling reaction have been optimized. Seven new donor-acceptor tetrazine molecules (-) were conveniently prepared in good to high yields (61-72%). They have been subsequently engaged in the inverse electron demand Diels-Alder (iEDDA) reaction with cyclooctyne. The photophysical and electrochemical properties of the new pyridazines have been studied. Some are fluorescent acting as turn-on probes. More importantly, two pyridazines ( and ) exhibit room-temperature phosphorescence (RTP) properties.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1021/acs.joc.9b02817 | DOI Listing |
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!