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Pure Appl. Chem., 2010, Vol. 82, No. 7, pp. 1503-1515

Published online 2010-05-30

Catalytic synthesis of amines and N-containing heterocycles: Amidate complexes for selective C–N and C–C bond-forming reactions

Patrick Eisenberger and Laurel L. Schafer*

Department of Chemistry, University of British Columbia, 6174 University Blvd., Vancouver, BC V6T 1Z1, Canada

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  • Dörfler Jaika, Doye Sven: A Commercially Available Tantalum Catalyst for the Highly Regioselective Intermolecular Hydroaminoalkylation of Styrenes. Eur. J. Org. Chem. 2014, n/a. <>
  • Tsurugi Hayato, Yamamoto Koji, Nagae Haruki, Kaneko Hiroshi, Mashima Kazushi: Direct functionalization of unactivated C–H bonds catalyzed by group 3–5 metal alkyl complexes. Dalton Trans. 2014, 43, 2331. <>
  • Dörfler Jaika, Doye Sven: Aminopyridinato-Titan-Katalysatoren für die Hydroaminoalkylierung von Alkenen und Styrolen. Angew. Chem. 2013, 125, 1851. <>
  • Dörfler Jaika, Doye Sven: Aminopyridinato Titanium Catalysts for the Hydroaminoalkylation of Alkenes and Styrenes. Angew. Chem. Int. Ed. 2013, 52, 1806. <>
  • Preuß Till, Saak Wolfgang, Doye Sven: Titanium-Catalyzed Intermolecular Hydroaminoalkylation of Conjugated Dienes. Chem. Eur. J. 2013, 19, 3833. <>
  • Hannedouche Jérôme, Schulz Emmanuelle: Asymmetric Hydroamination: A Survey of the Most Recent Developments. Chem. Eur. J. 2013, 19, 4972. <>
  • Brunner Tobias S., Hartenstein Larissa, Roesky Peter W.: Synthesis of enantiomeric pure zirconium and hafnium benzamidinate complexes. Journal of Organometallic Chemistry 2013, 730, 32. <>
  • Chong Eugene, Schafer Laurel L.: 2-Pyridonate Titanium Complexes for Chemoselectivity. Accessing Intramolecular Hydroaminoalkylation over Hydroamination. Org. Lett. 2013, 15, 6002. <>
  • Reznichenko Alexander L., Hultzsch Kai C.: C1-Symmetric Rare-Earth-Metal Aminodiolate Complexes for Intra- and Intermolecular Asymmetric Hydroamination of Alkenes. Organometallics 2013, 32, 1394. <>
  • Schmitt Daniel C., Lee Jungyong, Dechert-Schmitt Anne-Marie R., Yamaguchi Eiji, Krische Michael J.: Ruthenium catalyzed hydroaminoalkylation of isoprene via transfer hydrogenation: byproduct-free prenylation of hydantoins. Chem. Commun. 2013, 49, 6096. <>
  • Payne Philippa R., Thomson Robert K., Medeiros Diane M., Wan Geoff, Schafer Laurel L.: Synthesis, structure, and reactivity of tris(amidate) mono(amido) and tetrakis(amidate) complexes of group 4 transition metals. Dalton Trans. 2013, 42, 15670. <>
  • Gehrmann Thorsten, Scholl Solveig A., Fillol Julio Lloret, Wadepohl Hubert, Gade Lutz H.: Alternative Reaction Pathways in Domino Reactions of Hydrazinediidozirconium Complexes with Alkynes. Chemistry A European Journal 2012, 18, 3925. <>
  • Rumble Sarah L., Page Michael J., Field Leslie D., Messerle Barbara A.: In Situ Catalysts for the Intramolecular Hydroamination of Aminoalkynes - What Ligand Properties Determine Catalyst Activity?. Euro J Inorg Chem 2012, 2012, 2226. <>
  • Reznichenko Alexander L., Hultzsch Kai C.: The Mechanism of Hydroaminoalkylation Catalyzed by Group 5 Metal Binaphtholate Complexes. S J Am Chem Soc 2012, 134, 3300. <>
  • Wicker Benjamin F., Fan Hongjun, Hickey Anne K., Crestani Marco G., Scott Jennifer, Pink Maren, Mindiola Daniel J.: Evidence for the Existence of Terminal Scandium Imidos: Mechanistic Studies Involving Imido–Scandium Bond Formation and C–H Activation Reactions. J. Am. Chem. Soc. 2012, 134, 20081. <>
  • Gehrmann Thorsten, Plundrich Gudrun T., Wadepohl Hubert, Gade Lutz H.: [2 + 2] Cycloaddition Products of Zirconium and Hafnium Hydrazinediides with Allenes and Heteroallenes and Their Thermally Induced Rearrangements. Organomettalics 2012, 31, 3346. <>
  • Lühl Anja, Hartenstein Larissa, Blechert Siegfried, Roesky Peter W.: Comparison of Decamethyldizincocene [(η5-Cp*)2Zn2] versus Decamethylzincocene [Cp*2Zn] and Diethylzinc Et2Zn As Precatalysts for the Intermolecular Hydroamination Reaction. Organometallics 2012, 31, 7109. <>
  • Gehrmann Thorsten, Kruck Matthias, Wadepohl Hubert, Gade Lutz H.: Stitching together SNx units in the coordination sphere of zirconium: assembly of a tris(imido)sulfite and a hydrazidobis(imido)sulfite. Chem Commn 2012, 48, 2397. <>
  • Yang Lei, Huang Hanmin: Asymmetric catalytic carbon–carbon coupling reactions via C–H bond activation. Catal Sci Technol 2012, 2, 1099. <>
  • Thomson Jaclyn A., Schafer Laurel L.: Yttrium (amidate) complexes for catalytic C–N bond formation. Rapid, room temperature amidation of aldehydes. Dalton Trans. 2012, 41, 7897. <>
  • Lauzon Jean Michel P., Schafer Laurel L.: Tantallaaziridines: from synthesis to catalytic applications. Dalton Trans. 2012, 41, 11539. <>
  • Prochnow Insa, Zark Patrick, Müller Thomas, Doye Sven: The Mechanism of the Titanium-Catalyzed Hydroaminoalkylation of Alkenes. Angewandte Chemie-Int Ed 2011, 50, 6401. <>
  • Leitch David C., Platel Rachel H., Schafer Laurel L.: Mechanistic Elucidation of Intramolecular Aminoalkene Hydroamination Catalyzed by a Tethered Bis(ureate) Complex: Evidence for Proton-Assisted C–N Bond Formation at Zirconium. J Ann Chem Soc 2011, 133, 15453. <>
  • Zhang Furen, Song Haibin, Zi Guofu: Synthesis and catalytic activity of group 5 metal amides with chiral biaryldiamine-based ligands. Dalton Trans 2011, 40, 1547. <>
  • Leitch David C., Schafer Laurel L., Payne Philippa R., Bexrud Jason A.: Asymmetric hydroamination catalyzed by in situ generated chiral amidate and ureate complexes of zirconium — Probing the role of the tether in ligand design. Can J Chern 2011, 89, 1222. <>