Abstract
The reductive transformation of CO2 to energy related products including formic acid, CO, formamide, methanol and methylamine could be a promising option to supply renewable energy. In this aspect, ruthenium has found wide application in hydrogenation of various carbonyl groups, and has successfully been applied to reductive transformation of CO2 with high catalytic efficiency and excellent selectivity. In addition, ruthenium complexes have also served as effective photosensitizers for CO2 photoreduction. Classified by reductive products, this review summarizes and updates advances in the Ru-catalyzed reduction of CO2 along with catalyst development on the basis of mechanistic understanding at a molecular level.
Article PDF
Similar content being viewed by others
Avoid common mistakes on your manuscript.
References
1 Reviews on CO2 transformation: (a)_Arakawa H, Aresta M, Armor JN, Barteau MA, Beckman EJ, Bell AT, Bercaw JE, Creutz C, Dinjus E, Dixon DA, Domen K, DuBois DL, Eckert J, Fujita E, Gibson DH, Goddard WA, Goodman DW, Keller J, Kubas GJ, Kung HH, Lyons JE, Manzer LE, Marks TJ, Morokuma K, Nicholas KM, Periana R, Que L, Rostrup-Nielson J, Sachtler WMH, Schmidt LD, Sen A, Somorjai GA, Stair PC, Stults BR, Tumas W. Chem Rev, 2001, 101: 953–996
Goeppert A, Zhang H, Czaun M, May RB, Prakash GKS, Olah GA, Narayanan SR. ChemSusChem, 2014, 7: 1386–1397
Aresta M, Dibenedetto A. Dalton Trans, 2007, 2975
Appel AM, Bercaw JE, Bocarsly AB, Dobbek H, DuBois DL, Dupuis M, Ferry JG, Fujita E, Hille R, Kenis PJA, Kerfeld CA, Morris RH, Peden CHF, Portis AR, Ragsdale SW, Rauchfuss TB, Reek JNH, Seefeldt LC, Thauer RK, Waldrop GL. Chem Rev, 2013, 113: 6621–6658
Aresta M, Dibenedetto A, Angelini A. Chem Rev, 2014, 114: 1709–1742
Harriman A. Philos Trans R Soc A-Math Phys Eng Sci, 2013, 371: 20110415–20110415
He LN. CO 2 Chemistry (in Chinese). Beijing: Science Press, 2013
Otto A, Grube T, Schiebahn S, Stolten D. Energy Environ Sci, 2015, 8: 3283–3297
Rayner CM. Org Process Res Dev, 2007, 11: 121–132
Leitner W. Acc Chem Res, 2002, 35: 746–756
Xiao J, Nefkens SCA, Jessop PG, Ikariya T, Noyori R. Tetrahedron Lett, 1996, 37: 2813–2816
Thompson RL, Gläser R, Bush D, Liotta CL, Eckert CA. Ind Eng Chem Res, 1999, 38: 4220–4225
4 CO2 as C1 feedstock for C–N bond formation, see: (a)_Yang ZZ, He LN, Gao J, Liu AH, Yu B. Energy Environ Sci, 2012, 5: 6602–6639
Dell’Amico DB, Calderazzo F, Labella L, Marchetti F, Pampaloni G. Chem Rev, 2003, 103: 3857–3898
Song QW, Zhao YN, He LN, Gao J, Yang ZZ. Curr Catal, 2012, 1: 107–124 CO2 as C1 feedstock for C–C bond formation
He LN, Wang JQ, Wang JL. Pure Appl Chem, 2009, 81: 2069–2080
Braunstein P, Matt D, Nobel D. Chem Rev, 1988, 88: 747–764
5 High value-added products from CO2 reduction via H2: (a)_Jessop PG, Joó F, Tai CC. Coordin Chem Rev, 2004, 248: 2425–2442
Centi G, Quadrelli EA, Perathoner S. Energy Environ Sci, 2013, 6: 1711–1731
Klankermayer J, Leitner W. Phil Trans R Soc A, 2016, 374: 20150315 HCOOH from CO2 and H2
Federsel C, Jackstell R, Beller M. Angew Chem Int Ed, 2010, 49: 6254–6257
Klankermayer J, Wesselbaum S, Beydoun K, Leitner W. Angew Chem Int Ed, 2016, 55: 7296–7343
Grasemann M, Laurenczy G. Energy Environ Sci, 2012, 5: 8171–8181
Wang WH, Himeda Y, Muckerman JT, Manbeck GF, Fujita E. Chem Rev, 2015, 115: 12936–12973
Li YN, Ma R, He LN, Diao ZF. Catal Sci Technol, 2014, 4: 1498–1512
Li YN, He LN. Chin Sci Bull, 2015, 60: 1465–1487
McAlees AJ, McCrindle R. J Chem Soc C, 1969, 2425–2435
Hashiguchi S, Fujii A, Takehara J, Ikariya T, Noyori R. J Am Chem Soc, 1995, 117: 7562–7563
Ohkuma T, Ooka H, Ikariya T, Noyori R. J Am Chem Soc, 1995, 117: 10417–10418
Hao C, Wang S, Li M, Kang L, Ma X. Catal Today, 2011, 160: 184–190
Kuriki R, Sekizawa K, Ishitani O, Maeda K. Angew Chem Int Ed, 2015, 54: 2406–2409
Leitner W. Angew Chem Int Ed, 1995, 34: 2207–2221
Bi QY, Lin JD, Liu YM, Du XL, Wang JQ, He HY, Cao Y. Angew Chem Int Ed, 2014, 53: 13583–13587
Graf E, Leitner W. J Chem Soc Chem Commun, 1992, 623–624
Leitner W, Dinjus E, Gaßner F. J Organomet Chem, 1994, 475: 257–266
Jessop PG, Ikariya T, Noyori R. Chem Rev, 1995, 95: 259–272
Khan MMT, Halligudi SB, Shukla S. J Mol Catal, 1989, 53: 305–313
Inoue Y, Izumida H, Sasaki Y, Hashimoto H. Chem Lett, 1976: 863–864
Jessop PG, Ikariya T, Noyori R. Nature, 1994, 368: 231–233
Munshi P, Main AD, Linehan JC, Tai CC, Jessop PG. J Am Chem Soc, 2002, 124: 7963–7971
Elek J, Nádasdi L, Papp G, Laurenczy G, Joó F. Appl Catal A-Gen, 2003, 255: 59–67
Joó F, Laurenczy G, Karády P, Elek J, Nádasdi L, Roulet R. Appl Organometal Chem, 2000, 14: 857–859
Laurenczy G, Joó F, Nádasdi L. Inorg Chem, 2000, 39: 5083–5088
Horváth H, Laurenczy G, Kathó Á. J Organomet Chem, 2004, 689: 1036–1045
Laurenczy G, Jedner S, Alessio E, Dyson PJ. Inorg Chem Commun, 2007, 10: 558–562
Federsel C, Jackstell R, Boddien A, Laurenczy G, Beller M. ChemSusChem, 2010, 3: 1048–1050
Ng CK, Wu J, Hor TSA, Luo HK. Chem Commun, 2016, 52: 11842–11845
Filonenko GA, van Putten R, Schulpen EN, Hensen EJM, Pidko EA. ChemCatChem, 2014, 6: 1526–1530
Filonenko GA, Conley MP, Copéret C, Lutz M, Hensen EJM, Pidko EA. ACS Catal, 2013, 3: 2522–2526
Tanaka R, Yamashita M, Nozaki K. J Am Chem Soc, 2009, 131: 14168–14169
Rohmann K, Kothe J, Haenel MW, Englert U, Hölscher M, Leitner W. Angew Chem Int Ed, 2016, 55: 8966–8969
Kothandaraman J, Goeppert A, Czaun M, Olah GA, Surya Prakash GK. Green Chem, 2016, 18: 5831–5838
Li YN, He LN, Lang XD, Liu XF, Zhang S. RSC Adv, 2014, 4: 49995–50002
29 Samples for CO application in therapeutic field: (a)_Motterlini R, Otterbein LE. Nat Rev Drug Discov, 2010, 9: 728–743 for organic synthesis
Wu L, Fang X, Liu Q, Jackstell R, Beller M, Wu XF. ACS Catal, 2014, 4: 2977–2989 Samples for CO application in organic synthesis
Wu XF, Neumann H, Beller M. Chem Rev, 2013, 113: 1–35
Tanaka K, Morimoto M, Tanaka T. Chem Lett, 1983, 12: 901–904
Tanaka K. Chem Record, 2009, 9: 169–186
Ishida H, Tanaka K, Tanaka T. Organometallics, 1987, 6: 181–186
Nagao H, Mizukawa T, Tanaka K. Inorg Chem, 1994, 33: 3415–3420
Chardon-Noblat S, Deronzier A, Ziessel R, Zsoldos D. J Electroanal Chem, 1998, 444: 253–260
Johnson BA, Maji S, Agarwala H, White TA, Mijangos E, Ott S. Angew Chem Int Ed, 2016, 55: 1825–1829
Johnson BA, Agarwala H, White TA, Mijangos E, Maji S, Ott S. Chem Eur J, 2016, 22: 14870–14880
Hawecker J, Lehn JM, Ziessel R. J Chem Soc Chem Commun, 1983, 536–538
Ishida H, Tanaka K, Tanaka T. Chem Lett, 1988, 2: 339–342
Kuramochi Y, Fukaya K, Yoshida M, Ishida H. Chem Eur J, 2015, 21: 10049–10060
Kimura E, Bu X, Shionoya M, Wada S, Maruyama S. Inorg Chem, 1992, 31: 4542–4546
Méndez MA, Voyame P, Girault HH. Angew Chem Int Ed, 2011, 50: 7391–7394
Matlachowski C, Schwalbe M. Dalton Trans, 2015, 44: 6480–6489
Gholamkhass B, Mametsuka H, Koike K, Tanabe T, Furue M, Ishitani O. Inorg Chem, 2005, 44: 2326–2336
Bian ZY, Sumi K, Furue M, Sato S, Koike K, Ishitani O. Inorg Chem, 2008, 47: 10801–10803
Kato E, Takeda H, Koike K, Ohkubo K, Ishitani O. Chem Sci, 2015, 6: 3003–3012
Ohkubo K, Yamazaki Y, Nakashima T, Tamaki Y, Koike K, Ishitani O. J Catal, 2016, 22: 14870–14880
Nakada A, Koike K, Maeda K, Ishitani O. Green Chem, 2016, 18: 139–143
Khenkin AM, Efremenko I, Weiner L, Martin JML, Neumann R. Chem Eur J, 2010, 16: 1356–1364
Woolerton TW, Sheard S, Reisner E, Pierce E, Ragsdale SW, Armstrong FA. J Am Chem Soc, 2010, 132: 2132–2133
Woolerton TW, Sheard S, Pierce E, Ragsdale SW, Armstrong FA. Energy Environ Sci, 2011, 4: 2393–2399
Gerack CJ, McElwee-White L. Molecules, 2014, 19: 7689–7713
Haynes P, Slaugh LH, Kohnle JF. Tetrahedron Lett, 1970, 11: 365–368
Jessop PG, Hsiao Y, Ikariya T, Noyori R. J Am Chem Soc, 1994, 116: 8851–8852
Jessop PG, Hsiao Y, Ikariya T, Noyori R. J Am Chem Soc, 1996, 118: 344–355
Kröcher O, Köppel RA, Baiker A. Chem Commun, 1997, 453–454
Liu F, Abrams MB, Baker RT, Tumas W. Chem Commun, 2001, 433–434
Kröcher O, Köppel RA, Fröba M, Baiker A. J Catal, 1998, 178: 284–298
Kröcher O, Köppel RA, Baiker A. J Mol Catal A-Chem, 1999, 140: 185–193
Kröcher O, Köppel RA, Baiker A. Chem Commun, 1996, 1497–1498
Kayaki Y, Shimokawatoko Y, Ikariya T. Adv Synth Catal, 2003, 345: 175–179
Schmid L, Canonica A, Baiker A. Appl Catal A-Gen, 2003, 255: 23–33
Munshi P, Heldebrant DJ, McKoon EP, Kelly PA, Tai CC, Jessop PG. Tetrahedron Lett, 2003, 44: 2725–2727
Rohr M, Grunwaldt JD, Baiker A. J Mol Catal A-Chem, 2005, 226: 253–257
Zhang L, Han Z, Zhao X, Wang Z, Ding K. Angew Chem Int Ed, 2015, 54: 6186–6189
Ishida H, Tanaka H, Tanaka K, Tanaka T. Chem Lett, 1987, 16: 597–600
Kobayashi K, Kikuchi T, Kitagawa S, Tanaka K. Angew Chem Int Ed, 2014, 53: 11813–11817
Tominaga K, Sasaki Y, Kawai M, Watanabe T, Saito M. J Chem Soc Chem Commun, 1993, 629–631
Wesselbaum S, Vom Stein T, Klankermayer J, Leitner W. Angew Chem Int Ed, 2012, 51: 7499–7502
Wesselbaum S, Moha V, Meuresch M, Brosinski S, Thenert KM, Kothe J, Stein T, Englert U, Hölscher M, Klankermayer J, Leitner W. Chem Sci, 2015, 6: 693–704
Du XL, Jiang Z, Su DS, Wang JQ. ChemSusChem, 2016, 9: 322–332
Balaraman E, Gunanathan C, Zhang J, Shimon LJW, Milstein D. Nat Chem, 2011, 3: 609–614
Balaraman E, Ben-David Y, Milstein D. Angew Chem Int Ed, 2011, 50: 11702–11705
Han Z, Rong L, Wu J, Zhang L, Wang Z, Ding K. Angew Chem Int Ed, 2012, 51: 13041–13045
Kim SH, Hong SH. ACS Catal, 2014, 4: 3630–3636
Khusnutdinova JR, Garg JA, Milstein D. ACS Catal, 2015, 5: 2416–2422
Huff CA, Sanford MS. J Am Chem Soc, 2011, 133: 18122–18125
Dominissini D, Moshitch-Moshkovitz S, Schwartz S, Salmon-Divon M, Ungar L, Osenberg S, Cesarkas K, Jacob-Hirsch J, Amariglio N, Kupiec M, Sorek R, Rechavi G. Nature, 2012, 485: 201–206
Meyer KD, Saletore Y, Zumbo P, Elemento O, Mason CE, Jaffrey SR. Cell, 2012, 149: 1635–1646
Tundo P, Selva M. Acc Chem Res, 2002, 35: 706–716
Jacquet O, Frogneux X, Das Neves Gomes C, Cantat T. Chem Sci, 2013, 4: 2127–2131
Santoro O, Lazreg F, Minenkov Y, Cavallo L, Cazin CSJ. Dalton Trans, 2015, 44: 18138–18144
Blondiaux E, Pouessel J, Cantat T. Angew Chem Int Ed, 2014, 53: 12186–12190
Das S, Bobbink FD, Laurenczy G, Dyson PJ. Angew Chem Int Ed, 2014, 53: 12876–12879
Yang Z, Yu B, Zhang H, Zhao Y, Ji G, Ma Z, Gao X, Liu Z. Green Chem, 2015, 17: 4189–4193
Chen WC, Shen JS, Jurca T, Peng CJ, Lin YH, Wang YP, Shih WC, Yap GPA, Ong TG. Angew Chem Int Ed, 2015, 54: 15207–15212
Li Y, Fang X, Junge K, Beller M. Angew Chem Int Ed, 2013, 52: 9568–9571
Li Y, Sorribes I, Yan T, Junge K, Beller M. Angew Chem Int Ed, 2013, 52: 12156–12160
Beydoun K, vom Stein T, Klankermayer J, Leitner W. Angew Chem Int Ed, 2013, 52: 9554–9557
Beydoun K, Ghattas G, Thenert K, Klankermayer J, Leitner W. Angew Chem Int Ed, 2014, 53: 11010–11014
Kondratenko EV, Mul G, Baltrusaitis J, Larrazábal GO, Pérez-Ramírez J. Energy Environ Sci, 2013, 6: 3112–3135
Lunde P. J Catal, 1973, 30: 423–429
Xu J, Su X, Duan H, Hou B, Lin Q, Liu X, Pan X, Pei G, Geng H, Huang Y, Zhang T. J Catal, 2016, 333: 227–237
Melo CI, Szczepańska A, Bogel-Łukasik E, Nunes da Ponte M, Branco LC. ChemSusChem, 2016, 9: 1081–1084
Bontemps S, Vendier L, Sabo-Etienne S. J Am Chem Soc, 2014, 136: 4419–4425
Qian Q, Cui M, He Z, Wu C, Zhu Q, Zhang Z, Ma J, Yang G, Zhang J, Han B. Chem Sci, 2015, 6: 5685–5689
Qian Q, Zhang J, Cui M, Han B. Nat Commun, 2016, 7: 11481–11487
Thenert K, Beydoun K, Wiesenthal J, Leitner W, Klankermayer J. Angew Chem Int Ed, 2016, 55: 12266–12269
Mizukawa T, Tsuge K, Nakajima H, Tanaka K. Angew Chem Int Ed, 1999, 38: 362–363
Tanaka K, Mizukawa T. Appl Organometal Chem, 2000, 14: 863–866
Nagao H, Mizukawa T, Tanaka K. J Bio Chem, 1985, 260: 3440–3450
Willner I, Mandler D, Riklin A. J Chem Soc Chem Commun, 1986, 13: 1022–1024
Nakajima H, Kushi Y, Nagao H, Tanaka K. Organometallics, 1995, 14: 5093–5098
Goeppert A, Zhang H, Czaun M, May RB, Prakash GKS, Olah GA, Narayanan SR. ChemSusChem, 2014, 7: 1386–1397
Zhang L, Han Z, Zhang L, Li M, Ding K. Chin J Org Chem, 2016, 36: 1824–1838
Cui C, Wang H, Zhu X, Han J, Ge Q. Sci China Chem, 2015, 58: 607–613
Sun X, Cao X, Hu P. Sci China Chem, 2015, 58: 553–564
Acknowledgments
This work was supported by the National Key Research and Development Program (2016YFA0602900), the National Natural Science Foundation of China (21472103, 21672119), the Natural Science Foundation of Tianjin Municipality (16JCZDJC39900), Specialized Research Fund for the Doctoral Program of Higher Education (20130031110013), MOE Innovation Team (IRT13022) of China.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Li, X., He, X., Liu, X. et al. Ruthenium-promoted reductive transformation of CO2 . Sci. China Chem. 60, 841–852 (2017). https://doi.org/10.1007/s11426-016-0473-5
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11426-016-0473-5