135569-31-2Relevant articles and documents
Para -C-H borylation of benzene derivatives by a bulky iridium catalyst
Saito, Yutaro,Segawa, Yasutomo,Itami, Kenichiro
, p. 5193 - 5198 (2015/05/05)
A highly para-selective aromatic C-H borylation has been accomplished. By a new iridium catalyst bearing a bulky diphosphine ligand, Xyl-MeO-BIPHEP, the C-H borylation of monosubstituted benzenes can be affected with para-selectivity up to 91%. This catalytic system is quite different from the usual iridium catalysts that cannot distinguish meta- and para-C-H bonds of monosubstituted benzene derivatives, resulting in the preferred formation of meta-products. The para-selectivity increases with increasing bulkiness of the substituent on the arene, indicating that the regioselectivity of the present reaction is primarily controlled by steric repulsion between substrate and catalyst. Caramiphen, an anticholinergic drug used in the treatment of Parkinsons disease, was converted into five derivatives via our para-selective borylation. The present [Ir(cod)OH]2/Xyl-MeO-BIPHEP catalyst represents a unique, sterically controlled, para-selective, aromatic C-H borylation system that should find use in streamlined, predictable chemical synthesis and in the rapid discovery and optimization of pharmaceuticals and materials.
Muscarinic Receptor Binding Profile of Para-Substituted Caramiphen Analogues
Hudkins, Robert L.,DeHaven-Hudkins, Diane L.,Stubbins, James F.
, p. 2984 - 2989 (2007/10/02)
Para-substituted analogues of the antimuscarinic agent caramiphen were synthesized and evaluated for their ability to bind to the M1 and M2 subtypes of the muscarinic receptor.The purpose of the set to look for a possible relationshi
