Mono‐, bis‐ and tris‐piperidine fused imidazolinium salts: their in situ catalytic applications for CC bond formation in aqueous solutions
Makaleler > Tam Makale · 2009
Yazarlar: Hayati TÜRKMEN, Rahime CAN, BEKİR ÇETİNKAYA
Applied Organometallic Chemistry, SCI Expanded İndekslerine Giren Dergi, Uluslararası, Wos, 2009, cilt 23, ss 365-369
DOI: 10.1002/aoc.1520
Özet
Abstract The 1,5,6,7,8,8a‐hexahydroimidazo[1,5‐a]pyridine, 3, was quaternized with 2‐(bromomethyl‐1,3,5‐trimethylbenzene, 1,4‐bis(bromomethyl)‐2,3,5,6‐tetramethylbenzene, 2,4‐bis(bromomethyl)‐1,3,5‐trimethylbenzene, 1,3,5‐tris(bromomethyl)‐2,4,6‐trimethylbenzene and 1,3,5‐tris(bromomethyl)‐2,4,6‐triethylbenzene to obtain mono‐, bis‐ and tris‐imidazolinium salts (4–7) which were characterized by elemental analysis and NMR spectroscopy. In order to understand the effects of these changes on the N‐substituent and how they translate to catalytic activity, these new salts (4–7) with Pd(OAc)2 were applied as in situ catalysts for Suzuki‐Miyaura and Heck‐Mirozoki cross‐coupling reactions of aryl chlorides and aryl bromides, respectively. The tris‐imidazolinium salts (7) were found to be more efficient than the related analogs 4–6. Copyright © 2009 John Wiley & Sons, Ltd.