将手性二胺(1S,2S)-1,2-二苯基乙二胺二磺酸钠((1S,2S)-DPENDS)修饰的钌膦配合物用于催化水/有机两相体系中苯乙酮的不对称加氢. 结果表明, (1S,2S)-DPENDS和KOH的浓度对反应有很大影响,二者的协同作用使配合物的催化活性和产物的对映选择性大大提高. 对温度、压力、底物/钌的摩尔比和膦配体/钌摩尔比等反应条件进行优化后,以[RuCl2-(TPPTS)2]2为催化剂前体催化苯乙酮不对称加氢时,产物的ee值可达66.4%, 催化剂经过简单的相分离即可循环使用.
参考文献
[1] | Blystone S L .[J].Chemical Reviews,1989,89(08):1663. |
[2] | 乔振,王敏.不对称催化氢化反应进展[J].有机化学,2001(05):325-349. |
[3] | 郭红超,王敏.联萘衍生物作为手性配体在不对称氢化中的应用[J].有机化学,2000(04):486-498. |
[4] | 野依良治.不对称催化:科学与机遇[J].化学通报,2002(06):363-372. |
[5] | Noyori R;Hashiguchi S .[J].Accounts of Chemical Research,1997,30(02):97. |
[6] | Ohkuma T;Ooka H;Hashiguchi S;Ikariya T,Noyori R .[J].Journal of the American Chemical Society,1995,117(09):2675. |
[7] | Ohkuma T.;Pham T.;Mikami K.;Korenaga T.;Terada M.;Noyori R.;Doucet H. .Asymmetric activation of racemic ruthenium(II) complexes for enantioselective hydrogenation[J].Journal of the American Chemical Society,1998(5):1086-1087. |
[8] | Cornils B;Herrmann W A;Eckl R W .[J].Journal of Molecular Catalysis A:Chemical,1997,116(1-2):27. |
[9] | Kuntz E G .[J].Chemtech,1987,17(09):570. |
[10] | Lecomte L;Sinou D;Bakos J;Toth I,Heil B .[J].Journal of Organometallic Chemistry,1989,370(1-3):277. |
[11] | Yonehara K;Hashizume T;Mori K;Ohe K,Uemura S .[J].Journal of Organometallic Chemistry,1999,64(15):5593. |
[12] | Lamouille T;Saluzzo C;ter Halle R;Le Guyader F,Lemaire M .[J].Tetrahedron Letters,2001,42(04):663. |
[13] | Ferrand A.;Bruno M.;Tommasino ML.;Lemaire M. .Hydrophilic diamine ligands for catalytic asymmetric hydrogenation of C=O bonds[J].Tetrahedron, Asymmetry: The International Journal for Repid Publication on all Aspects of Asymmetry in Orgainc, Inorganic, Organometallic, Physical and Bio-Organic Chemistry,2002(13):1379-1384. |
[14] | Stephenson T A;Wilkinson G .[J].Journal of Radioanalytical and Nuclear Chemistry,1966,28:945. |
[15] | Fache E;Santini C;Senocq F;Basset J M .[J].Journal of Molecular Catalysis,1992,72(03):331. |
[16] | 陈华;刘海超;黎耀忠;程溥明,李贤均.[J].分子催化 |
[17] | Thorpe T;Brown S M;Crosby J;Fitzjohn S,Muxworthy J P,Williams J M J .[J].Tetrahedron Letters,2000,41(22):4503. |
[18] | Cornils B.;Kuntz EG. .INTRODUCING TPPTS AND RELATED LIGANDS FOR INDUSTRIAL BIPHASIC PROCESSES [Review][J].Journal of Organometallic Chemistry,1995(1/2):177-186. |
[19] | Ma Y P;Liu H;Chen L;Cui X,Zhu J,Deng J E .[J].Organic Letters,2003,5(12):2103. |
[20] | 黄艳轶,马红霞,熊伟,陈华,李贤均.Ru-(S)-BINAP/γ-Al2O3催化剂上苯乙酮及其衍生物的多相不对称加氢反应[J].催化学报,2004(12):962-966. |
[21] | Sandoval C A;Ohkuma T;Muniz K;Noyori R .[J].Journal of the American Chemical Society,2003,125(44):13490. |
[22] | Abdur-Rashid K;Faatz M;Lough A J;Morris R H .[J].Journal of the American Chemical Society,2001,123(30):7473. |
[23] | 熊伟,马红霞,陈华,黄艳轶,黄裕林,李贤均,黎星术,戚建英,陈新滋.奎宁修饰的纳米铑簇合物催化丙酮酸乙酯对映选择性加氢反应研究[J].高等学校化学学报,2002(09):1758-1762. |
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