Triphosphine Ligands: Coordination Chemistry and Recent Catalytic Applications

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• 关键词：Homogeneous catalysis ; Hydrogenation ; Multidentate ; Phosphine ; Polyphosphine ; Transition metal complex ; Tridentate
• 刊名：Structure & Bonding
• 出版年：2017
• 出版时间：2017
• 年：2017
• 卷：171
• 期：1
• 页码：31-61
• 全文大小：2,117 KB
• 参考文献：1.van Leeuwen PWNM, Kamer PCJ, Reek JNH, Dierkes P (2000) Chem Rev 100:2741CrossRef
  2.Cotton FA, Hong B (1992) Polydentate phosphines: their syntheses, structural aspects, and selected applications. In: Lippard SJ (ed) Progress in inorganic chemistry, vol 40. Wiley, HobokenCrossRef
  3.Tolman CA (1970) J Am Chem Soc 92:2956CrossRef
  4.Tolman CA, Seidel WC, Gosser LW (1974) J Am Chem Soc 96:53CrossRef
  5.Tolman CA (1977) Chem Rev 77:313CrossRef
  6.Müller TE, Mingos DMP (1995) Transition Met Chem 20(6):533
  7.Tolman CA (1970) J Am Chem Soc 92:2953CrossRef
  8.Andersen NG, Keay BA (2001) Chem Rev 101:997CrossRef
  9.Allen DW, Taylor BF (1982) J Chem Soc Dalton Trans 51
  10.Dyer PW, Fawcett J, Hanton MJ, Kemmitt RDW, Padda R, Singh N (2001) Dalton Trans 104
  11.Tuxworth L, Baiget L, Phanopoulos A, Metters OJ, Batsanov AS, Fox MA, Howard JAK, Dyer PW (2012) Chem Commun 48:10413CrossRef
  12.Hierso JC, Amardeil R, Bentabet E, Broussier R, Gautheron B, Meunier P, Kalck P (2003) Coord Chem Rev 236:143CrossRef
  13.DuBois DL, Miedaner A, Haltiwanger RC (1991) J Am Chem Soc 113:8753CrossRef
  14.Chakraborty S, Blacque O, Fox T, Berke H (2014) Chem Eur J 20:12641CrossRef
  15.Arashiba K, Kinoshita E, Kuriyama S, Eizawa A, Nakajima K, Tanaka H, Yoshizawa K, Nishibayashi Y (2015) J Am Chem Soc 137:5666CrossRef
  16.Hanna BS, MacIntosh AD, Ahn S, Tyler BT, Palmore GTR, Williard PG, Bernskoetter WH (2014) Organometallics 33:3425CrossRef
  17.Balch AL, Catalano VJ (1992) Inorg Chem 31:2569CrossRef
  18.Fleischmann M, Duetsch L, Moussa ME, Schindler A, Balazs G, Lescop C, Scheer M (2015) Chem Commun 51:2893CrossRef
  19.Welsch S, Lescop C, Balazs G, Reau R, Scheer M (2011) Chem Eur J 17:9130CrossRef
  20.Takemura Y, Nakajima T, Tanase T (2009) Eur J Inorg Chem 2009:4820CrossRef
  21.Dau TM, Shakirova RJ, Domenech A, Jaenis J, Haukka M, Grachova EV, Pakkanen TA, Tunik SP, Koshevoy OI (2013) Eur J Inorg Chem 2013:4976
  22.Bardaji M, Laguna A, Orera VM, Villacampa MD (1998) Inorg Chem 37:5125CrossRef
  23.Xiao H, Weng YX, Wong WT, Mak TCW, Che CM (1997) J Chem Soc Dalton Trans 221
  24.Li D, Che CM, Peng SM, Liu ST, Zhou ZY (1993) J Chem Soc Dalton Trans 189
  25.Lu W, Chan MCW, Cheung KK, Che CM (2001) Organometallics 20:2477CrossRef
  26.Shao P, Sun W (2007) Inorg Chem 46:8603CrossRef
  27.Kui SCF, Sham IHT, Cheung CCC, Ma HW, Yan B, Zhu N, Che CM, Fu WF (2007) Chem Eur J 13:417CrossRef
  28.Balch AL, Fossett LA, Olmstead MM (1987) Organometallics 6:1827CrossRef
  29.Balch AL, Linehan JC, Olmstead MM (1986) Inorg Chem 25:3937CrossRef
  30.Balch AL, Fossett LA, Linehan JC, Olmstead MM (1986) Organometallics 5:691CrossRef
  31.Balch AL, Fossett LA, Guimerans RR, Olmstead MM, Reedy PE, Wood FE (1986) Inorg Chem 25:1248CrossRef
  32.Balch AL, Linehan JC, Olmstead MM (1985) Inorg Chem 24:3975CrossRef
  33.Balch AL, Fossett LA, Guimerans RR, Olmstead MM (1985) Organometallics 4:781CrossRef
  34.Balch AL, Olmstead MM, Guimerans RR (1984) Inorg Chim Acta 84:L21CrossRef
  35.Balch AL, Guimerans RR, Olmstead MM (1984) J Organomet Chem 268:C38CrossRef
  36.Olmstead MM, Guimerans RR, Balch AL (1983) Inorg Chem 22:2473CrossRef
  37.Yamamoto Y, Kosaka Y, Tsutsumi Y, Sunada Y, Tatsumi K, Fumie T, Shigetoshi T (2004) Dalton Trans 2969
  38.Yamamoto Y, Kosaka Y, Tsutsumi Y, Kaburagi Y, Kuge K, Sunada Y, Tatsumi Y (2004) Eur J Inorg Chem 2004:134CrossRef
  39.Kosaka Y, Shinozaki Y, Tsutsumi Y, Kaburagi Y, Yamamoto Y, Sunada Y, Tatsumi K (2003) J Organomet Chem 671:8CrossRef
  40.Zhang YL, Xu LJ, Zhang X, Wang JY, Li J, Chen ZN (2013) Inorg Chem 52:5167CrossRef
  41.Xu LJ, Wang JY, Zhang LY, Shi LX, Chen ZN (2013) Organometallics 32:5402CrossRef
  42.Xu LJ, Wang JY, Zhu XF, Zeng XC, Chen ZN (2015) Adv Funct Mater 25:3033CrossRef
  43.Krytchankou IS, Krupenya DV, Karttunen AJ, Tunik SP, Pakkanen TA, Chou PT, Koshevoy IO (2014) Dalton Trans 43:3383CrossRef
  44.Raoof F, Esmaeilbeig AR, Nabavizadeh SM, Hosseini FN, Kubicki M (2013) Organometallics 32:3850CrossRef
  45.Chen ZH, Zhang YL, Chen ZN (2012) Organometallics 31:256CrossRef
  46.Effendy C Pettinari, Pettinari R, Ricciutelli M, Skelton BW, White AH (2005) Inorg Chim Acta 358:4009
  47.Ning Y, Sarjeant AA, Stern CL, Peterson TH, Nguyen SBT (2012) Inorg Chem 51:3051CrossRef
  48.Mukhopadhyay TK, Flores M, Feller RK, Scott BL, Taylor RD, Paz-Pasternak M, Henson NJ, Rein FN, Smythe NC, Trovitch RJ, Gordon JC (2014) Organometallics 33:7101CrossRef
  49.Mukhopadhyay TK, Feller RK, Rein FN, Henson NJ, Smythe NC, Trovitch RJ, Gordon JC (2012) Chem Commun 48:8670CrossRef
  50.Eckert NA, Dougherty WG, Yap GPA, Riordan CG (2007) J Am Chem Soc 129:9286CrossRef
  51.vom Stein T, Weigand T, Merkens C, Klankermayer J, Leitner W (2013) ChemCatChem 5:439
  52.Suarez T, Fontal B (1988) J Mol Catal 45:335CrossRef
  53.van Engelen MC, Teunissen HT, de Vries JG, Elsevier CJ (2003) J Mol Catal A: Chem 206:185CrossRef
  54.Muller TE, Lercher JA, Van Nhu N (2003) AIChE J 49:214CrossRef
  55.Richmond E, Moran J (2015) J Org Chem 80:6922CrossRef
  56.Van Leeuwen PWNM, Roobeek CF (1985) J Mol Catal 31:345CrossRef
  57.Beck CM, Rathmill SE, Park YJ, Chen J, Crabtree RH, Liable-Sands LM, Rheingold AL (1999) Organometallics 18:5311CrossRef
  58.Schmitt DC, Lee J, Dechert-Schmitt AMR, Yamaguchi E, Krische MJ (2013) Chem Commun 49:6096CrossRef
  59.Zhao SB, Wang RY, Nguyen H, Becker JJ, Gagne MR (2012) Chem Commun 48:443CrossRef
  60.Shakirova JR, Grachova EV, Melnikov AS, Gurzhiy VV, Tunik SP, Haukka M, Pakkanen TA, Koshevoy IO (2013) Organometallics 32:4061CrossRef
  61.Shakirova JR, Grachova EV, Melekhova AA, Krupenya DV, Gurzhiy VV, Karttunen AJ, Koshevoy IO, Melnikov AS, Tunik SP (2012) Eur J Inorg Chem 2012:4048CrossRef
  62.Shakirova JR, Grachova EV, Gurzhiy VV, Koshevoy IO, Melnikov AS, Sizova OV, Tunik SP, Laguna A (2012) Dalton Trans 41:2941CrossRef
  63.Takahashi Y, Akita M, Moro-Oka Y (1997) Chem Commun 1557
  64.Fornies J, Martinez F, Navarro R, Tomas M, Urriolabeitia EP (1994) J Chem Soc Dalton Trans 505
  65.Mrutu A, William WN, Kemp RA (2012) Inorg Chem Commun 18:110CrossRef
  66.Fornies J, Navarro R, Urriolabeitia EP (1993) J Organomet Chem 452:241CrossRef
  67.Mayer HA, Kaska WC (1994) Chem Rev 94:1239CrossRef
  68.Cecconi F, Midollini S, Orlandini A, Sacconi L (1980) Inorg Chim Acta 42:59CrossRef
  69.Bianchini B, Ghilardi CA, Meli A, Midollini S, Orlandini A (1985) Inorg Chem 24:924CrossRef
  70.Broadwood-Strong GTL, Chaloner PA, Hitchcock PB (1993) Polyhedron 12:721CrossRef
  71.Mealli C, Ghilardi CA, Orlandini A (1992) Coord Chem Rev 120:361CrossRef
  72.Ghilardi CA, Midollini S, Moneti S, Orlandini A, Scapacci G, Traversi A (1990) J Chem Soc Dalton Trans 2293
  73.Mellmann D, Barsch E, Bauer M, Grabow K, Boddien A, Kammer A, Sponholz P, Bentrup U, Jackstell R, Junge H, Laurenczy G, Ludwig R, Beller M (2014) Chem Eur J 20:13589CrossRef
  74.Boddien A, Mellmann D, Gaertner F, Jackstell R, Junge H, Dyson PJ, Laurenczy G, Ludwig R, Beller M (2011) Science 333:1733CrossRef
  75.Pouessel J, Jacquet O, Cantat T (2013) ChemCatChem 5:3552CrossRef
  76.Drake JL, Manna CM, Byers JA (2013) Organometallics 32:6891CrossRef
  77.Federsel C, Boddien A, Jackstell R, Jennerjahn R, Dyson PJ, Scopelliti R, Laurenczy G, Beller M (2010) Angew Chem Int Ed 49:9777CrossRef
  78.Wienhoefer G, Westerhaus FA, Jagadeesh RV, Junge K, Junge H, Beller M (2012) Chem Commun 48:4827CrossRef
  79.Wienhoefer G, Sorribes I, Boddien A, Westerhaus F, Junge K, Junge H, Llusar R, Beller M (2011) J Am Chem Soc 133:12875CrossRef
  80.Aizawa SI, Majumder A, Yokoyama Y, Tamai M, Maeda D, Kitamura A (2009) Organometallics 28:6067CrossRef
  81.Wan XK, Yuan SF, Lin ZW, Wang QM (2014) Angew Chem Int Ed 53:2923CrossRef
  82.Hewertson W, Watson HR (1962) J Chem Soc 1490
  83.Bianchini C, Meli A, Peruzzini M, Vizza F, Zanobini F (1992) Coord Chem Rev 120:193CrossRef
  84.Phanopoulos A, Miller PW, Long NJ (2015) Coord Chem Rev 299:39CrossRef
  85.Chaplin AB, Dyson PJ (2011) J Organomet Chem 696:2485CrossRef
  86.Costello MT, Fanwick PE, Green MA, Walton RA (1992) Inorg Chem 31:2359CrossRef
  87.Bianchini C, Peruzzini M, Zanobini F (1993) J Organomet Chem 451:97CrossRef
  88.Ott J, Venanzi LM (1985) J Organomet Chem 291:89CrossRef
  89.Arif AM, Hefner JG, Jones RA, Whittlesey BR (1986) Inorg Chem 25:1080CrossRef
  90.Browning J, Penfold BR (1973) J Chem Soc Chem Commun 198
  91.Dapporto P, Midollini S, Orlandini A, Sacconi L (1976) Inorg Chem 15:2768CrossRef
  92.Benelli C, Di Vaira M, Noccioli G, Sacconi L (1977) Inorg Chem 16:182CrossRef
  93.Janser P, Venanzi LM (1985) J Organomet Chem 296:229CrossRef
  94.Bianchini B, Masi D, Mealli C, Meli A, Sabat M, Vizza F (1988) Inorg Chem 27:3716CrossRef
  95.Klein HF, Montag J, Zucha U, Flörke U, Haupt HJ (1990) Inorg Chim Acta 177:35CrossRef
  96.Bianchini C, Marchi A, Marvelli L, Peruzzini M, Romerosa A, Rossi R, Vacca A (1995) Organometallics 14:3203CrossRef
  97.Heinze K, Huttner G, Zsolnai L, Schober P (1997) Inorg Chem 36:5457CrossRef
  98.Rupp R, Huttner G, Kircher P, Soltek R, Büchner M (2000) Eur J Inorg Chem 1745
  99.Blackburn DW, Chi KM, Frerichs SR, Tinkham ML, Ellis JE (1988) Angew Chem Int Ed 27:437CrossRef
  100.Chatt J, Watson HR (1961) J Chem Soc 4980
  101.Fox MA, Campbell KA, Kyba EP (1981) Inorg Chem 20:4163CrossRef
  102.Piana H, Schubert U (1991) J Organomet Chem 411:303CrossRef
  103.Walter O, Huttner G, Zsolnai L (1993) Z Naturforsch 48b:636
  104.Ellermann J, Linder HA (1976) Z Naturforsch 31b:1350
  105.Connolly J, Genge ARJ, Levason W, Orchard SD, Pope SJA, Reid G (1999) J Chem Soc Dalton Trans 2343
  106.Kraihanzel CS, Maples PK (1976) J Organomet Chem 117:159CrossRef
  107.Ellermann J, Linder HA (1979) Z Naturforsch 34b:799
  108.Cardoza LA, Angelici RJ (1999) Inorg Chem 38:1708CrossRef
  109.Suzuki T, Tsukuda T, Kiki M, Kaizaki S, Isobe K, Takagi HD, Kashiwabara K (2005) Inorg Chim Acta 358:2501CrossRef
  110.Bachechi F (1994) Acta Cryst C 50:1069CrossRef
  111.Suzuki T, Isobe K, Kashiwabara K, Fujita J, Kaizaki S (1996) J Chem Soc Dalton Trans 3779
  112.Behrens H, Feilner HD, Lindner E (1971) Z Anorg Allg Chem 385:321CrossRef
  113.Ellermann J, Schindler JF (1975) Z Naturforsch 30b:914
  114.Siegl WO, Lapporte SJ, Collman JP (1971) Inorg Chem 10:2158CrossRef
  115.Guilera G, McGrady GS, Steed JW, Burchell RPL, Sirsch P, Deeming AJ (2008) New J Chem 32:1573CrossRef
  116.Ellermann J, Schindler JF, Behrens H, Schlenker H (1976) J Organomet Chem 108:239CrossRef
  117.Johnston GG, Baird MC (1989) Organometallics 8:1894CrossRef
  118.Johnston GG, Hommeltoft SI, Barid MC (1989) Organometallics 8:1904CrossRef
  119.Allevi C, Golding M, Heaton BT (1987) J Organomet Chem 326:C19CrossRef
  120.Camalli M, Caruso F (1990) Inorg Chim Acta 169:189CrossRef
  121.Cain MF, Hughes RP, Glueck DS, Golen JA, Moore CE, Rheingold AL (2010) Inorg Chem 49:7650CrossRef
  122.Bruce MI, Zaitseva NN, Skelton BW, Somers N, White AH (2007) Inorg Chim Acta 360:681CrossRef
  123.Gambarotta S, Strologo S, Floriani C, Chiesi-Villa A, Guastini C (1984) Organometallics 3:1444CrossRef
  124.James SL, Mingos DMP, White AJP, Williams DJ (1998) Chem Commun 2323
  125.Miller PW, Nieuwenhuyzen M, Xu X, James SL (2002) Chem Commun 2008
  126.Wang XJ, Langetepe T, Fenske D, Kang BS (2002) Z Anorg Allg Chem 628:1158CrossRef
  127.Montes JA, Rodriguez S, Fernandez D, Garcia-Seijo MI, Gould RO, Garcia-Fernandez ME (2002) J Chem Soc Dalton Trans 1110
  128.Fernandez EJ, Gimeno MC, Laguna A, Laguna M, Lopez-de-Luzuriaga JM, Olmos E (1996) J Organomet Chem 514:169CrossRef
  129.Sevillano P, Garcia ME, Habtemariam A, Parsons S, Sadler PJ (1999) Met Based Drugs 6:211CrossRef
  130.Ferrer M, Julia A, Rossell O, Seco M, Pellinghelli MA, Tiripicchio A (1997) Organometallics 16:3715CrossRef
  131.Hashimoto Y, Yoshinari N, Matsushita N, Konno T (2014) Eur J Inorg Chem 2014:3474CrossRef
  132.Rodriguez L, Lodeiro C, Lima JC, Crehuet R (2008) Inorg Chem 47:4952CrossRef
  133.Rodriguez L, Lima JC, Ferrer M, Rossell O, Engeser M (2012) Inorg Chim Acta 381:195CrossRef
  134.Teunissen HT, Elsevier CJ (1997) Chem Commun 667
  135.Teunissen HT, Elsevier CJ (1998) Chem Commun 1367
  136.Rosi L, Frediani M, Frediani P (2010) J Organomet Chem 695:1314CrossRef
  137.Núñez AA, Eastham GR, Cole-Hamilton DJ (2007) Chem Commun 3154
  138.Coetzee J, Dodds DL, Klankermayer J, Brosinski S, Leitner W, Slawin AMZ, Cole-Hamilton DJ (2013) Chem Eur J 19:11039CrossRef
  139.Savourey S, Lefèvre G, Berthet JC, Cantat T (2014) Chem Commun 50:14033CrossRef
  140.Li Y, Sorribes I, Yan T, Junge K, Beller M (2013) Angew Chem Int Ed 52:12156CrossRef
  141.Sorribes I, Junge K, Beller M (2014) Chem Eur J 20:7878CrossRef
  142.Geilen FMA, Engendahl B, Harwardt A, Marquardt W, Klankermayer J, Leitner W (2010) Angew Chem Int Ed 49:5510CrossRef
  143.Geilen FMA, Engendahl B, Hölscher M, Klankermayer J, Leitner W (2011) J Am Chem Soc 133:14349CrossRef
  144.Boardman B, Hanton MJ, van Rensburg H, Tooze RP (2006) Chem Commun 2289
  145.Zhang J, Leitus G, Ben-David Y, Milstein D (2006) Angew Chem Int Ed 45:1113CrossRef
  146.Constable DJD, Dunn PJ, Hayler JD, Humphrey GR, Leazer JL, Linderman RJ Jr, Lorenz K, Manley J, Pearlman BA, Wells A, Zaks A, Zhang TY (2007) Green Chem 9:411CrossRef
  147.Jacquet O, Frogneux X, Das Neves Gomes C, Cantat T (2013) Chem Sci 4:2127
  148.Li Y, Fang X, Junge K, Beller M (2013) Angew Chem Int Ed 52:9568CrossRef
  149.Beydoun K, vom Stein T, Klankermayer J, Leitner W (2013) Angew Chem Int Ed 52:9554
  150.Beydoun K, Ghattas G, Thenert K, Klankermayer J, Leitner W (2014) Angew Chem Int Ed 53:11010CrossRef
  151.Wesselbaum S, Moha V, Meuresch M, Brosinski S, Thenert KM, Kothe J, vom Stein T, Englert U, Hölscher M, Klankermayer J, Leitner W (2015) Chem Sci 6:693
  152.Balaraman E, Gunanathan C, Zhang J, Shimon LJW, Milstein D (2011) Nat Chem 3:609CrossRef
  153.Huff CA, Sandford MS (2011) J Am Chem Soc 133:18122CrossRef
  154.Wesselbaum S, vom Stein T, Klankermayer J, Leitner W (2012) Angew Chem Int Ed 51:7499
  155.vom Stein T, Meuresch M, Limper D, Schmitz M, Hölscher M, Coetzee J, Cole-Hamilton DJ, Klankermayer J, Leitner W (2014) J Am Chem Soc 136:13217
  156.Märkl G, Jin GY (1981) Tetrahedron Lett 22:1105CrossRef
  157.Miller PW, White AJP (2010) J Organomet Chem 695:1138CrossRef
  158.JFillol JL, Kruckenberg A, Scherl P, Wadepohl H, Gade LH (2011) Chem Eur J 17:14047CrossRef
  159.Rodríguez LI, Roth T, Fillol JL, Wadepohl H, Gade LH (2012) Chem Eur J 18:3721CrossRef
  160.Scherl P, Kruckenberg A, Mader S, Wadepohl H, Gade LH (2012) Organometallics 31:7024CrossRef
  161.Scherl P, Wadepohl H, Gade LH (2013) Organometallics 32:4409CrossRef
  162.Phanopoulos A, White AJP, Long NJ, Miller PW (2015) ACS Catal 5:2500CrossRef
  163.Phanopoulos A, Brown NJ, White AJP, Long NJ, Miller PW (2014) Inorg Chem 53:3742CrossRef
  
• 作者单位：Andreas Phanopoulos (3)
  Nicholas J. Long (3)
  Philip W. Miller (3)
  
  3. Department of Chemistry, Imperial College London, South Kensington, London, SW7 2AZ, UK
  
• 丛书名：The Chemical Bond III
• ISBN：978-3-319-35146-9
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Inorganic Chemistry
  
• 出版者：Springer Berlin / Heidelberg
• ISSN：1616-8550
• 卷排序：171

文摘

Phosphines are a long established class of ligand that are known to form a vast array of transition metal complexes. They behave as neutral electron pair donors, or Lewis bases, that alter the solubility and stereoelectronic properties of the metal centre. A key motivation for their continued development is for homogeneous catalysis. For over five decades, transition metal–phosphine complexes have been used for catalytic reactions, mainly exploiting monodentate or bidentate phosphine ligands. Multidentate phosphines by comparison have received much less attention in part because they tend to form more stable complexes with a saturated coordination environment around the metal centre. Recent developments in the areas of catalytic reduction of carboxylic acid derivatives using molecular hydrogen and in the field of biomass up-conversion have exploited catalysts based on tridentate phosphines. This chapter highlights the use of these multidentate phosphines for synthesis of coordination complexes and discusses some of their recent applications in homogeneous catalysis.