中文
Earlier issues
Announcement
More
Progress in Chemistry 2005, Vol. 17 Issue (02): 293-298 Previous Articles   Next Articles

• Review •

Progress in the Catalytic Amination of Bifunctional Alcohols

Bai Guoyi1,2   Chen Ligong1* *   

  1. (College of Pharmaceuticals and Biotechnology, Tianjin University, Tianjin 300072, China; College of Chemistry and Environmental Science, Hebei University, Baoding 071002, China)
  • Received: Revised: Online: Published:
  • Contact: Chen Ligong E-mail:lgchen@tju. edu. cn
PDF ( 2548 ) Cited
Export

EndNote

Ris

BibTeX

The progress in the catalytic amination of bifunctional alcohols to diamines or cyclic amines is reviewed in this paper. The different catalytic mechanisms of metal catalysts and solid acids are discussed respectively. The rela2 tionship between the structures of bifunctional alcohols and the reaction results is examined. Application of supercritical ammonia in the catalytic amination of diols is intensively introduced. The further research trends are pointed out.

Key words: bifunctional alcohols, diamines, cyclic amines, catalytic amination, supercritical ammonia

CLC Number: 

[ 1 ] Hayes K S. Appl . Catal . A , 2001 , 221 : 187 —195
[ 2 ] Roundhill D M. Chem. Rev. , 1992 , 92(1) : 1 —27
[ 3 ] Naik S P , Fernandes J B. Appl . Catal . A , 2001 , 205 : 195 —199
[ 4 ] Dume C , Hêlderich W F. Appl . Catal . A , 1999 , 183 : 167 —176
[ 5 ] Veefkind V A , Lercher J A. Appl . Catal . A , 1999 , 181 : 245 —255
[ 6 ] Veefkind V A , Smidt M L , Lercher J A. Appl . Catal . A , 2000 ,194 : 319 —332
[ 7 ] Li Q X, Zhang G Y, Peng S Y. J . Surfactants and Detergents ,2002 , 5 (3) : 229 —233
[ 8 ] Sewell G S , O′Connor C T , van Steen E. J . Catal . , 1997 , 167 :513 —521
[ 9 ] Baiker A , Kijenski J . catal . Rev. Sci . Eng. , 1985 , 27 (4) :653 —697
[10] 李秋小(Li Q X) , 张高勇(Zhang G Y) , 彭少逸(Peng S Y) .催化学报(Chinese Journal of Catalysis) , 2001 , 22 (1) : 7 —10
[11] 李秋小(Li Q X) , 张高勇(Zhang G Y) , 彭少逸(Peng S Y) .精细化工(Fine Chemicals) , 2003 , 20 (3) : 151 —156
[12] 白国义(Bai G Y) , 李阳(Li Y) , 陈立功(Chen L G) . 精细化工(Fine Chemicals) , 2004 , 21(11) : 823 —826
[13] Bowman R G, Molzahn D C , Hartwell G E. US 5 118 851 , 1992
[14] Deeba M, Ford M E , Johnson TA , et al . J . Mol . Catal . , 1990 ,60 : 11 —17
[15] Moriya A , Tsuneki H. US 5 599 999 , 1997
[16] Fischer A , Mallat T , Baiker A. Catal . Today , 1997 , 37 : 167 —189
[17] Srinivas N , Gopal D V , Srinivas B , et al . Microporous and Mesoporous Materials , 2002 , 51 : 43 —50
[18] Kulkarni S J , Raghavan KV , Vippagunta R R , et al . US 6 528647 , 2003
[19] Rani V R , Srinivas N , Kulkarni S J , et al . J . Mol . Catal . A ,2002 , 187 : 237 —246
[20] 黄伟(Huang W) , 金汉强(Jin H Q) , 杨晓丽(Yang X L) , et al . 应用化工(Applied Chemical Industry) , 2002 , 31 ( 5) :25 —27 , 36
[21] 华月明(Hua Y M) , 胡望明(Hu W M) . 化学世界(Chemical World) , 2001 , 42 (9) : 480 —481 , 474
[22] Hua Y M, Hu W M. J . Zhejiang Univ. Sci . , 2004 , 5 (6) :705 —708
[23] Kê ll J , Frank M. US 6 013 801 , 2000
[24] Liang S , Funke F , Hêhn A. US 6 462 236 , 2002
[25] Knifton J F , Janitor D J . US 6 191 310 , 2001
[26] Gǚnther-Hanssen J . RU 2 215 734 , 2003
[27] Zagidullin R N. RU 2 226 189 , 2004
[28] Dmitriev J K, Jusupov A G, Muratov M M, et al . RU 2 226 190 ,2004
[29] Becker R , Menger V , Reif W, et al . US 5 608 113 , 1997
[30] Jehng J M, Chen C M. Catal . Lett . , 2001 , 77 : 147 —154
[31] Burgess L M, Gibson C A , Schreck D J . US 5 196 588 , 1993
[32] King S W. US 5 750 790 , 1998
[33] Bartley W J , Cook R G, Curry K E , et al . EP 1 385 625 , 2004
[34] Bartley W J , Curry K E , Cook R G. CN 1 441 698T , 2003
[35] Renken T L , Forkner M W. US 139 289 , 2003
[36] Grubbs R H , Sanford M S , Moore J L , et al . WO 03 011 455 ,2003
[37] Ding H. US 207 761 , 2003
[38] Reddy B N , Kulkarni S J , Subrahmanyam M. Appl . Catal . A ,1994 , 119 : 23 —32
[39] Rama Rao A V , Kulkarni S J , Subrahmanyam M, et al . J . Org.Chem. , 1994 , 59 : 3998 —4000
[40] Parris G E , Pierantozzi R. US 4 900 832 , 1990
[41] Segawa K, Shimura T. Appl . Catal . A , 2000 , 194P195 : 309 —317
[42] Wulff-Dêring J , Melder J P , Schulz G, et al . US 5 958 825 ,1999
[43] Winderl S , Haarer E , Corr H , et al . US 3 270 059 , 1966
[44] Renken T L. US 4 642 303 , 1987
[45] Le Goff Y, Senes M, Hamon C. US 4 209 424 , 1980
[46] Hammerschmidt W, Baiker A , Wokaun A , et al . Appl . Catal . ,1986 , 20 : 305 —312
[47] Kijenski J , Niedzielski P J , Baiker A. Appl . Catal . , 1989 , 53 :107 —115
[48] Lif J , Skoglundh M, Lêwendahl L. Appl . Catal . A , 2002 , 228 :145 —154
[49] LolcováO , JirátováK. J . Mol . Catal . , 1994 , 88 : 193 —204
[50] Kê ll J . US 4 855 505 , 1989
[51] Fischer R , Mueller H , Voges D. US 4 910 304 , 1990
[52] Kulkarni S J , Subrahmanyam M, Rama Rao A V. Indian J .Chem. , 1993 , 32A: 28 —32
[53] Parris G E , Pierantozzi R. US 4 950 690 , 1990
[54] Labadie J W, Dixon D D. J . Mol . Catal . , 1987 , 42 : 367 —378
[55] Lichtenberger R , Weiss F. US 3 068 290 , 1962
[56] Vultier R , Baiker A , Wokaun A. Appl . Catal . , 1987 , 30 :167 —176
[57] Runeberg J , Baiker A , Kijenski J . Appl . Catal . , 1985 , 17 :309 —319
[58] Ichikawa Y, Yoshisato E , Nakagawa K. US 4 151 204 , 1979
[59] Hironaka T , Nagasaki N , Hara Y. US 5 321 160 , 1994
[60] Barnes C M, Rase H F. Ind. Eng. Chem. Prod. Res. Dev. ,1981 , 20 : 399 —407
[61] Bowman R G. US 4 806 690 , 1989
[62] 白国义(Bai G Y) . 天津大学博士学位论文(Ph. D. Dissertation of Tianjin University) , 2003
[63] Bai G Y, Li Y, Yan X L , et al . React . Kinet . Catal . Lett . ,2004 , 82 (1) : 33 —39
[64] Baiker A. Chem. Rev. , 1999 , 99 : 453 —473
[65] Fischer A , Mallat T , Baiker A. J . Catal . , 1999 , 182 : 289 —291
[66] Fischer A , Mallat T , Baiker A. Angew. Chem. Int . Ed. , 1999 ,38 (3) : 351 —354
[67] Fischer A , Maciejewski M, Bürgi T , et al . J . Catal . , 1999 ,183 : 373 —383
[68] Fischer A , Mallat T , Baiker A. J . Mol . Catal . A , 1999 , 149 :197 —204
[69] Jenzer G, Mallat T , Baiker A. Catal . Lett . , 1999 , 61 : 111 —114
[70] Grunwaldt J D , Wandeler R , Baiker A. Catal . Rev. Sci . Eng. ,2003 , 45(1) : 1 —96
[71] Baiker A , Fischer A , Mallat T , et al . US 6 376 713 , 2002
[1] . "Click Chemistry" and Its Growing Applications in Biomedical Field [J]. Progress in Chemistry, 2010, 22(0203): 417-426.
[2] Wang Qifang Song Xiaokai Yan Chaoguo. Application of Malononitrile in Multicomponent Reactions [J]. Progress in Chemistry, 2009, 21(05): 997-1007.
[3] Xie Bin1,2**,Feng Jian-shen1, Zou Li-ke1,2,Zhang Xiu-lan1. Allylation Reaction Mediated by Metals in Aqueous Media [J]. Progress in Chemistry, 2007, 19(06): 920-931.
[4] Xu Jiaxi**. Microwave Irradiation and Selectivities in Organic Reactions [J]. Progress in Chemistry, 2007, 19(05): 700-712.
[5] Dai Xing,Qin Zhaohai. Advances in Catalytic Enant ioselective Reduction of Imines [J]. Progress in Chemistry, 2001, 13(03): 183-.
[6] Shen Yumei,He Ren. Research on Olefin Oligomerization and Cyclization Catalyzed by Metallocene Catalyst [J]. Progress in Chemistry, 2000, 12(03): 325-.