Takehisa Maekawa, Yasutomo Segawa, and Kenichiro Itami
Chem. Sci. 2013, Accepted Manuscript. DOI: 10.1039/C3SC50585E
A novel catalytic C-H activation route to privileged dibenzo[a,e]pentalene (DBP) structures has been established. In the presence of PdCl2, AgOTf, and o-chloranil, a C-H/C-H annulation of arylacetylenes takes place to furnish the corresponding DBPs. A number of mechanistic experiments indicate that this new annulation occurs through alkyne-directed, ortho-selective, electrophilic aromatic C-H palladation. Not only symmetric diarylacetylenes but also unsymmetric arylacetylenes are applicable to this reaction. UV-vis absorption spectra and DFT studies on the resulting DBPs indicate a strong substituent effect on the energy levels of HOMO and HOMO-1 of DBPs.
Error: API requests are being delayed. New posts will not be retrieved.
There may be an issue with the Instagram access token that you are using. Your server might also be unable to connect to Instagram at this time.
Error: API requests are being delayed for this account. New posts will not be retrieved.
Error: No posts found.
Make sure this account has posts available on instagram.com.