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Pure Appl. Chem., 1999, Vol. 71, No. 8, pp. 1531-1537

http://dx.doi.org/10.1351/pac199971081531

Recent studies in asymmetric catalysis using ferrocenyl ligands

A. Togni, Nikolaus Bieler, Urs Burckhardt, C. Köllner, G. Pioda, R. Schneider and A. Schnyder

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  • Drusan Michal, Šebesta Radovan: Enantioselective C–C and C–heteroatom bond forming reactions using chiral ferrocene catalysts. Tetrahedron 2014, 70, 759. <http://dx.doi.org/10.1016/j.tet.2013.11.012>
  • Korb Marcus, Schaarschmidt Dieter, Lang Heinrich: Anionic Phospho-Fries Rearrangement at Ferrocene: One-Pot Approach to P,O-Substituted Ferrocenes. Organometallics 2014, 140408135938002. <http://dx.doi.org/10.1021/om5002827>
  • Schaarschmidt Dieter, Lang Heinrich: Selective Syntheses of Planar-Chiral Ferrocenes. Organometallics 2013, 32, 5668. <http://dx.doi.org/10.1021/om400564x>
  • Rao Sowmya, Mague Joel T., Balakrishna Maravanji S.: Synthesis, transition metal chemistry and catalytic reactions of ferrocenylbis(phosphonite), [Fe{C5H4P(OC6H3(OMe-o)(C3H5-p))2}2]. Dalton Trans. 2013, 42, 11695. <http://dx.doi.org/10.1039/c3dt50995h>
  • Khobragade Dushant A., Mahamulkar Shraddha G., Pospíšil Lubomír, Císařová Ivana, Rulíšek Lubomír, Jahn Ullrich: Acceptor-Substituted Ferrocenium Salts as Strong, Single-Electron Oxidants: Synthesis, Electrochemistry, Theoretical Investigations, and Initial Synthetic Application. Chem. Eur. J. 2012, 18, 12267. <http://dx.doi.org/10.1002/chem.201201499>
  • Patil Nitin T., Kavthe Rahul D., Shinde Valmik S.: Transition metal-catalyzed addition of C-, N- and O-nucleophiles to unactivated C–C multiple bonds. Tetrahedron 2012, 68, 8079. <http://dx.doi.org/10.1016/j.tet.2012.05.125>
  • Wei Muh-Mei, Garcı́a-Melchor Max, Daran Jean-Claude, Audin Catherine, Lledós Agustí, Poli Rinaldo, Deydier Eric, Manoury Eric: Coordination Chemistry of New Chiral P,N Ferrocenyl Ligands with Half-Sandwich Ruthenium(II), Rhodium(III), and Iridium(III) Complexes. Organometallics 2012, 31, 6669. <http://dx.doi.org/10.1021/om300738q>
  • Öztürk Gülşen, Çolak Mehmet, Demirel Nadir: Solvent-free synthesis of chiral Schiff-base ligands based on ferrocene under microwave irradiation and application to enantioselective nitroaldol (Henry) reaction. Chirality 2011, 23, 374. <http://dx.doi.org/10.1002/chir.20934>
  • Goldberg Anna, Kiskin Mikhail, Grinberg Vitali, Kozyukhin Sergey, Bogomyakov Artem, Utepova Irina, Sidorov Aleksey, Chupakhin Oleg, Eremenko Igor: Synthesis, structure and redox properties of new cobalt(II) and nickel(II) complexes with 6-ferrocenyl-2,2′-bipyridyl. J Organomet Chem 2011, 696, 2607. <http://dx.doi.org/10.1016/j.jorganchem.2011.04.005>
  • Ogasawara Masamichi, Wu Wei-Yi, Arae Sachie, Morita Tomotaka, Watanabe Susumu, Takahashi Tamotsu, Kamikawa Ken: Ring-closing metathesis within chromium-coordination sphere: Facile access to phosphine-chelate (π-arene)chromium complexes. J Organomet Chem 2011, 696, 3987. <http://dx.doi.org/10.1016/j.jorganchem.2011.05.006>
  • Ilaldinov Ilyas, Fatkulina Daniya, Bucharov Sergey, Jackstell Ralf, Spannenberg Anke, Beller Matthias, Kadyrov Renat: The synthesis of new chiral P,N-ligands on the basis of camphor. Tet Asymm 2011, 22, 1936. <http://dx.doi.org/10.1016/j.tetasy.2011.11.001>
  • Chen Wei-Yi, Lu Jun, Shen Zong-Xuan, Zhang Ya-Wen: Catalytic Enantioselective Reduction of Prochiral Ketones with Chiral Ferrocenyl Amino Alcohols. Chin J Chem 2010, 22, 306. <http://dx.doi.org/10.1002/cjoc.20040220318>
  • Niemeyer Jochen, Cloppenburg Jeannine, Fröhlich Roland, Kehr Gerald, Erker Gerhard: Salen-ligands based on a planar-chiral hydroxyferrocene moiety: Synthesis, coordination chemistry and use in asymmetric silylcyanation. J Organomet Chem 2010, 695, 1801. <http://dx.doi.org/10.1016/j.jorganchem.2010.04.008>
  • Niemeyer Jochen, Kehr Gerald, Fröhlich Roland, Erker Gerhard: Bis(“ferrocene-saliminato”) group 4 metal complexes: synthesis, structural features and use in homogenous Ziegler–Natta polymerization catalysis. Dalton Trans 2009, 3731. <http://dx.doi.org/10.1039/b822741a>
  • Butti Pietro, Rochat Raphaël, Sadow Aaron D., Togni Antonio: Palladium-Catalyzed Enantioselective Allylic Phosphination. Angew Chem 2008, 120, 4956. <http://dx.doi.org/10.1002/ange.200801287>
  • Butti Pietro, Rochat Raphaël, Sadow Aaron D., Togni Antonio: Palladium-Catalyzed Enantioselective Allylic Phosphination. Angew Chem Int Ed 2008, 47, 4878. <http://dx.doi.org/10.1002/anie.200801287>
  • Leroux Frédéric R., Mettler Hanspeter: First Modular Synthesis of Dissymmetric Biaryldiphosphine Ligands Allowing Tunable Steric and Electronic Effects. Adv Synth Catal 2007, 349, 323. <http://dx.doi.org/10.1002/adsc.200600300>
  • Rodríguez Lara-Isabel, Rossell Oriol, Seco Miquel, Muller Guillermo: Rhodium or ruthenium units peripherally coordinated to carbosilane dendrimers functionalized with P-stereogenic monophosphines. J Organomet Chem 2007, 692, 851. <http://dx.doi.org/10.1016/j.jorganchem.2006.10.035>
  • Ballistreri Francesco P., Patti Angela, Pedotti Sonia, Tomaselli Gaetano A., Toscano Rosa M.: Synthesis of novel chiral ‘salen-type’ ferrocenyl ligands. Tet Asymm 2007, 18, 2377. <http://dx.doi.org/10.1016/j.tetasy.2007.09.030>
  • Bernardi Luca, Bonini Bianca F., Capitò Elena, Comes-Franchini Mauro, Dessole Gabriella, Fini Francesco, Fochi Mariafrancesca, Herrera Raquel P., Ricci Alfredo: Towards the Synthesis of Highly Functionalized Chiral α-Amino Nitriles by Aminative Cyanation and Their Synthetic Applications. Eur J Org Chem 2006, 2006, 207. <http://dx.doi.org/10.1002/ejoc.200500501>
  • Carrión M. Carmen, Jalón Félix A., López-Agenjo Ana, Manzano Blanca R., Weissensteiner Walter, Mereiter Kurt: Pd(0) and Pd(II) derivatives with heteroannularly bridged chiral ferrocenyl diphosphine ligands – A stereochemical analysis. J Organomet Chem 2006, 691, 1369. <http://dx.doi.org/10.1016/j.jorganchem.2005.12.023>
  • Bennewitz Jan, Nieger Martin, Lewall Burhanshah, Dötz Karl Heinz: Reactions of complex ligands part 106. Heterobimetallic fused arenes: Chromium-templated benzannulation of a ferrocene-type metal carbene. J Organomet Chem 2005, 690, 5892. <http://dx.doi.org/10.1016/j.jorganchem.2005.07.081>
  • Vukićević Mirjana D., Wurst Klaus, Müller Adrian G., Laus Gerhard, Vukićević Rastko D.: Syntheses and crystal structures of (E)/(Z)-isomers of 1-ferrocenyl-1-hydroxyimino-3-thiabutane and 1-ferrocenyl-1-hydroxyimino-4-thiapentane. J Polyhedron 2005, 24, 533. <http://dx.doi.org/10.1016/j.poly.2004.12.013>
  • Anderson James C., Osborne James: The synthesis of new planar chiral heterobidentate chelate ligands for asymmetric catalysis. Tet Asymm 2005, 16, 931. <http://dx.doi.org/10.1016/j.tetasy.2005.01.026>
  • Kamikawa Ken, Harada Kenji, Uemura Motokazu: Catalytic asymmetric induction of planar chirality: palladium catalyzed intramolecular Mizoroki–Heck reaction of prochiral (arene)chromium complexes. Tet Asymm 2005, 16, 1419. <http://dx.doi.org/10.1016/j.tetasy.2005.02.007>
  • Yasuike Shuji, Kofink Christiane C., Kloetzing Ralf J., Gommermann Nina, Tappe Katja, Gavryushin Andrei, Knochel Paul: Synthesis of JOSIPHOS-type ligands via a diastereoselective three-component reaction and their application in asymmetric rhodium-catalyzed hydroborations. Tet Asymm 2005, 16, 3385. <http://dx.doi.org/10.1016/j.tetasy.2005.08.051>
  • Barbaro Pierluigi, Bianchini Claudio, Giambastiani Giuliano, Parisel Sébastien L.: Progress in stereoselective catalysis by metal complexes with chiral ferrocenyl phosphines. Coord Chem Rev - 2004, 248, 2131. <http://dx.doi.org/10.1016/j.ccr.2004.03.022>
  • Chase Preston A., Gebbink Robertus J.M. Klein, van Koten Gerard: Where organometallics and dendrimers merge: the incorporation of organometallic species into dendritic molecules. J Organomet Chem 2004, 689, 4016. <http://dx.doi.org/10.1016/j.jorganchem.2004.07.032>
  • Kloetzing Ralf J., Lotz Matthias, Knochel Paul: New P,N-ferrocenyl ligands for rhodium-catalyzed hydroboration and palladium-catalyzed allylic alkylation. Tet Asymm 2003, 14, 255. <http://dx.doi.org/10.1016/S0957-4166(02)00827-3>
  • Patti Angela, Pedotti Sonia: Screening of chiral ferrocenyl amino alcohols as ligands for ruthenium-catalysed transfer hydrogenation of ketones. Tet Asymm 2003, 14, 597. <http://dx.doi.org/10.1016/S0957-4166(02)00835-2>
  • Lotz Matthias, Polborn Kurt, Knochel Paul: New Ferrocenyl Ligands with Broad Applications in Asymmetric Catalysis. Angew Chem 2002, 114, 4902. <http://dx.doi.org/10.1002/ange.200290023>
  • Lotz Matthias, Polborn Kurt, Knochel Paul: New Ferrocenyl Ligands with Broad Applications in Asymmetric Catalysis. Angew Chem Int Ed 2002, 41, 4708. <http://dx.doi.org/10.1002/anie.200290024>
  • Moreno Rosa Ma, Bueno Agustı́, Moyano Albert: 4-Ferrocenyl-1,3-oxazoline derivatives as ligands for catalytic asymmetric allylation reactions. J Organomet Chem 2002, 660, 62. <http://dx.doi.org/10.1016/S0022-328X(02)01737-0>
  • Oosterom G. Eric, Reek Joost N. H., Kamer Paul C. J., van Leeuwen Piet W. N. M.: Übergangsmetallkatalyse mit funktionalisierten Dendrimeren. Angew Chem 2001, 113, 1878. <http://dx.doi.org/10.1002/1521-3757(20010518)113:10<1878::AID-ANGE1878>3.0.CO;2-Q>
  • Kromm Klemenz, Zwick Bill D., Meyer Oliver, Hampel Frank, Gladysz John A.: A New Family of Chelating Diphosphines with a Transition Metal Stereocenter in the Backbone: Novel Applications of “Chiral-at-Rhenium” Complexes in Rhodium-Catalyzed Enantioselective Alkene Hydrogenations. Chem Eur J 2001, 7, 2015. <http://dx.doi.org/10.1002/1521-3765(20010504)7:9<2015::AID-CHEM2015>3.0.CO;2-H>
  • Oosterom G. Eric, Reek Joost N. H., Kamer Paul C. J., van Leeuwen Piet W. N. M.: Transition Metal Catalysis Using Functionalized Dendrimers. Angew Chem Int Ed 2001, 40, 1828. <http://dx.doi.org/10.1002/1521-3773(20010518)40:10<1828::AID-ANIE1828>3.0.CO;2-Y>
  • Köllner Christoph, Togni Antonio: Synthesis, characterization, and application in asymmetric catalysis of dendrimers containing chiral ferrocenyl diphosphines. Can J Chem 2001, 79, 1762. <http://dx.doi.org/10.1139/v01-145>