Synthesis and characterization of arylboroxine-containing copolymers and boroxine core molecular assemblies

INOR 467

Peter M. Iovine, piovine@sandiego.edu1, Matthew Arnold1, Jason Loera, jloera-07@sandiego.edu1, Emily K. Perttu, eperttu@gmail.com1, Matthew Fletcher1, and Shirley Lin2. (1) Department of Chemistry, University of San Diego, 5998 Alcala Park, San Diego, CA 92110, (2) Department of Chemistry, United States Naval Academy, 572 Holloway Rd, Annapolis, MD 21402
Arylboroxine rings are formed from the dehydration of monomeric arylboronic acids, a process that can be facilitated by the addition of a suitable Lewis base such as pyridine. We will describe in this paper the synthesis and characterization of tripodal arylboroxine core phenylacetylene assemblies. The compounds were synthesized convergently with the arylboroxine core installed in the final step. In addition, we will describe how ligand-facilitated trimerization of arylboronic acids can be used to noncovalently functionalize Lewis basic copolymers and the impact this functionalization has on the physical properties of the polymers.