Physical Sciences and Mathematics Commons^™

Application Of The Chan-Evans Diaryl Ether Synthesis To The Formation Of Bis(Bibenzyls), Eric Rosenthal

Honors Theses

Alkene (6) was produced in three steps from 3-hydroxybenzaldehyde (8), and 3-bromobenzyl bromide (10). A variety of strategies were employed to synthesize the desired boronic acid (13), but as of this time none have been successful. The synthesis of this boronic acid is necessary to study the feasibility of applying the Chan-Evans copper mediated formation of diaryl ethers to a bis(bibenzyl) synthesis. In seeking to exploit the advantages of the Chan-Evans ether synthesis over the Ullman ether synthesis, we have encountered some of the associated difficulties. The utilization of an arylboronic acid to produce a diaryl ether first requires the …