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Catalyst Design of Vaska-Type Iridium Complexes for Highly Efficient Synthesis of π‑Conjugated Enamines

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journal contribution
posted on 26.10.2015, 00:00 authored by Atsushi Tahara, Yasumitsu Miyamoto, Ryuta Aoto, Keisuke Shigeta, Yuta Une, Yusuke Sunada, Yukihiro Motoyama, Hideo Nagashima
The appropriate design of a ligand (L) in IrCl­(CO)­(L)2 (4) realized the efficient synthesis of π-conjugated enamines possessing hole-transport properties. The iridium complex with electron-withdrawing phosphorus ligands catalyzed the hydrosilylation of amides to the corresponding silylhemiaminals, which were transformed to the enamines by heat or by treatment with acids. High catalytic efficiency (TON > 10,000) was achieved, which made it possible for the residual iridium in the enamine product to be below 20 ppb.