The final version of our collaborative study with the laboratory of Prof. Peng Liu on site-selective palladium(II)-catalyzed C(alkenyl)–H activation enabled by a transient directing group (TDG) appears online today in Angewandte Chemie International Edition. This project continues our research program in developing alkene functionalization reactions that take advantage of reversible attachment of a catalytic mediator (i.e., a TDG). In this work, we show that the presence of a tailored carboxylic acid co-catalyst in conjunction with an amino acid TDG enables C(alkenyl)–H activtion via an exo-palladacycle intermediate. We develop an atropselective method that enables access to axially chiral substituted 1,3-dienes, synthesize alkenyl palladacycle model complexes, and examine the reaction mechanism through DFT. Congrats to Mingyu, Juntao, Tugce, Hui-Qi, and Raul for a great paper!
For a link to the paper, click here: https://onlinelibrary.wiley.com/doi/10.1002/anie.202203624
As a reminder, a pre-print of the paper was deposited in ChemRxiv in March: https://chemrxiv.org/engage/chemrxiv/article-details/622412c997f2109450fec97a