Abstract
An effective methodology has been developed for the synthesis of enantiopure 2,2'-dialkynylated 1,1'-binaphthalene derivatives. Enantiopure 2,2'-diiodo-1,1'-binaphthalene (10) provided 2,2'-diethynyl-1,1'-binaphthalene (16) in the Negishi alkynylation supported by microwave irradiation in a very good yield with conservation of stereochemical information. The Stephen-Castro alkynylation of 10 afforded products in lower yields; however, in stereoconservative manner as well. Terminal diacetylene 16 served as precursor in the Sonogashira cross-coupling reaction to give new bispyridine derivatives 7-9 as potential ligands in moderate to high yields. Coordination of bispyridines with Zn2+ and Ag+ ions was observed by NMR and CD spectroscopy. The coordination ability of bis(2-pyridylethynyl) derivative 7 to palladium cation was determined by X-ray structure analysis.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callMore From: Collection of Czechoslovak Chemical Communications
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
