[Show abstract][Hide abstract] ABSTRACT: A wide variety of alkynyl Grignard reagents is successfully coupled with diverse alkyl bromides and iodides in the presence of bis(dimethylaminoethyl) ether and a Ni pincer complex at room temperature.
Angewandte Chemie International Edition 12/2011; 50(49):11777-81. · 11.34 Impact Factor
[Show abstract][Hide abstract] ABSTRACT: The chemical functionalization of cell-surface proteins of human primary fetal bone cells with hydrophilic bioorthogonal intermediates was investigated. Toward this goal, chemical pathways were developed for click reaction-mediated coupling of alkyne derivatives with cellular azido-expressing proteins. The incorporation via a tetraethylene glycol linker of a dipeptide and a reporter biotin allowed the proof of concept for the introduction of cell-specific peptide ligands and allowed us to follow the reaction in living cells. Tuning the conditions of the click reaction resulted in chemical functionalization of living human fetal osteoblasts with excellent cell survival.
[Show abstract][Hide abstract] ABSTRACT: Sequential intermolecular atom transfer radical addition reactions of activated dichlorides Cl2CRR′ (R = CN, CO2Et, R′ = H, CN, CO2Et) with two olefins catalyzed by [Cp*RuCl2(PPh3)] in the presence Mg allow the synthesis of linear 1,5-dichlorides. Different olefins can be employed in the first and in the second addition reaction. The reaction products are interesting synthetic precursors as demonstrated by the synthesis of two cyclopentanes by Mg-induced dechlorination. The structure of trans-3,4-diphenylcyclopentanecarbonitrile was determined by single-crystal X-ray diffraction.
Annalen der Chemie und Pharmacie 01/2011; · 3.10 Impact Factor