利用Kr(o)hnke方法,以芳基乙酮为原料一锅法简洁地合成了6-芳基-6'-溴-2,2'-联吡啶2b~2d.通过(R)-3-(4,4,5,5-四甲基-1,3,2-二噁唑硼烷基)-2,2'-乙氧基-1,1'-联萘((R)-1)与6-溴-2,2'-联吡啶及其衍生物2a~ 2d的Suzuki偶联,合成了4种手性6-[3-((R)-2,2'-二乙氧基-1,1'-联萘)基]-2,2'-联吡啶(R)-3a~3d.将配体(R)-3a~3d应用于苯乙酮的不对称氢转移反应中,配体(R)-3a给出92%的转化率和4%的对映体过量(ee)值.
参考文献
[1] | Kaes Christian.Bipyridine: The Most Widely Used Ligand. A Review of Molecules Comparising at Least Two 2,2'-Bipyridine Units[J].Chemical Reviews,200010(10):3553-3590. |
[2] | Licheng Sun;Leif Hammarstrom;Bjorn Akermark.Towards artificial photosynthesis:ruthenium-manganese chemistry for energy production[J].Chemical Society Reviews,20011(1):36-49. |
[3] | Xavier Schultze;Jason Serin;Alex Adronov;Jean M.J.Frechet.Light harvesting and energy transfer in a ruthenium-coumarin-2 copolymer[J].Chemical communications,200113(13):1160-1161. |
[4] | Vincenzo Balzani;Paola Ceroni;Alberto Juris.Dendrimers based on photoactive metal complexes. Recent advances[J].Coordination chemistry reviews,20010(0):545-572. |
[5] | Giorgio Chelucci;Randolph P. Thummel.Chiral 2,2'-Bipyridines, 1,10-Phenanthrolines, and 2,2':6,2''-Terpyridines: Syntheses and Applications in Asymmetric Homogeneous Catalysis[J].Chemical Reviews,20029(9):3129-3170. |
[6] | Lee, W.-S.;Yeung, C.-T.;Sham, K.-C.;Wong, W.-T.;Kwong, H.-L..Chiral copper-bipyridine complexes: Synthesis, characterization and mechanistic studies on asymmetric cyclopropanation[J].Polyhedron: The International Journal for Inorganic and Organometallic Chemistry,20111(1):178-186. |
[7] | Zucca, A.;Cordeschi, D.;Stoccoro, S.;Cinellu, M.A.;Minghetti, G.;Chelucci, G.;Manassero, M..Platinum(II)-cyclometalated "roll-over" complexes with a chiral pinene-derived 2,2'-bipyridine[J].Organometallics,201111(11):3064-3074. |
[8] | Murner H;Belser P;Vonzelewsky A.NEW CONFIGURATIONALLY STABLE CHIRAL BUILDING BLOCKS FOR POLYNUCLEAR COORDINATION COMPOUNDS - RU(CHIRAGEN[X])CL-2[J].Journal of the American Chemical Society,199634(34):7989-7994. |
[9] | Jin RZ;Bian Z;Kang CQ;Guo HQ;Gao LX.Efficient synthesis of 6-[(R)-1,1 '-binaphthy1-6-]-2,2 '-bipyndine derivatives[J].Synthetic Communications,20059(9):1277-1284. |
[10] | He, Y.;Bian, Z.;Kang, C.;Cheng, Y.;Gao, L..Chiral binaphthylbisbipyridine-based copper(I) coordination polymer gels as supramolecular catalysts[J].Chemical communications,201020(20):3532-3534. |
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