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Literature DB >> 15255680

Catalytic hydroamination of alkynes and norbornene with neutral and cationic tantalum imido complexes.

Laura L Anderson¹, John Arnold, Robert G Bergman.

Abstract

[reaction: see text] Several tantalum imido complexes have been synthesized and shown to efficiently catalyze the hydroamination of internal and terminal alkynes. An unusual hydroamination/hydroarylation reaction of norbornene catalyzed by a highly electrophilic cationic tantalum imido complex is also reported. Factors affecting catalyst activity and selectivity are discussed along with mechanistic insights gained from stoichiometric reactions.

Entities: Chemical

Mesh：

Substances：

Year: 2004 PMID： 15255680 PMCID： PMC1325215 DOI： 10.1021/ol0492851

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

24 in total

1. The Mechanism of the

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Journal: Angew Chem Int Ed Engl Date: 2001-06-18 Impact factor: 15.336

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3. Exceptional rate enhancements and improved diastereoselectivities through chelating diamide coordination in intramolecular alkene hydroaminations catalyzed by yttrium and neodymium amido complexes.

Authors: Young Kwan Kim; Tom Livinghouse
Journal: Angew Chem Int Ed Engl Date: 2002-10-04 Impact factor: 15.336

4. A dramatic effect of aryloxo ligands on the titanium-catalyzed hydroamination of alkynes.

Authors: Vivek Khedkar; Annegret Tillack; Matthias Beller
Journal: Org Lett Date: 2003-12-11 Impact factor: 6.005

5. Anti-markovnikov hydroamination of terminal alkynes.

Authors: Annegret Tillack; Ivette Garcia Castro; Christian G Hartung; Matthias Beller
Journal: Angew Chem Int Ed Engl Date: 2002-07-15 Impact factor: 15.336

6. Intermolecular Hydroamination of Alkynes Catalyzed by Dimethyltitanocene.

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Journal: Angew Chem Int Ed Engl Date: 1999-11-15 Impact factor: 15.336

7. Use of group 4 bis(sulfonamido) complexes in the intramolecular hydroamination of alkynes and allenes.

Authors: Lutz Ackermann; Robert G Bergman; Rebecca N Loy
Journal: J Am Chem Soc Date: 2003-10-01 Impact factor: 15.419

8. Titanium hydrazido and imido complexes: synthesis, structure, reactivity, and relevance to alkyne hydroamination.

Authors: Yahong Li; Yanhui Shi; Aaron L Odom
Journal: J Am Chem Soc Date: 2004-02-18 Impact factor: 15.419

9. Organolanthanide-catalyzed intramolecular hydroamination/cyclization/bicyclization of sterically encumbered substrates. Scope, selectivity, and catalyst thermal stability for amine-tethered unactivated 1,2-disubstituted alkenes.

Authors: Jae-Sang Ryu; Tobin J Marks; Frank E McDonald
Journal: J Org Chem Date: 2004-02-20 Impact factor: 4.354

10. Trans influence on the rate of reductive elimination. Reductive elimination of amines from isomeric arylpalladium amides with unsymmetrical coordination spheres.

Authors: Makoto Yamashita; Jose V Cuevas Vicario; John F Hartwig
Journal: J Am Chem Soc Date: 2003-12-31 Impact factor: 15.419

8 in total

1. Synthesis and properties of oxygen-centered tetradecaimido hexatantalum clusters.

Authors: Jamin L Krinsky; Laura L Anderson; John Arnold; Robert G Bergman
Journal: Angew Chem Int Ed Engl Date: 2007 Impact factor: 15.336

2. Halo, Alkyl, Aryl, and Bis(imido) Complexes of Niobium Supported by the beta-Diketiminato Ligand.

Authors: Neil C Tomson; John Arnold; Robert G Bergman
Journal: Organometallics Date: 2010-06-07 Impact factor: 3.876

3. Gold(I)-catalyzed stereoconvergent, intermolecular enantioselective hydroamination of allenes.

Authors: Kristina L Butler; Michele Tragni; Ross A Widenhoefer
Journal: Angew Chem Int Ed Engl Date: 2012-04-11 Impact factor: 15.336

4. Neutral and Cationic Alkyl Tantalum Imido Complexes: Synthesis and Migratory Insertion Reactions.

Authors: Laura L Anderson; Joseph A R Schmidt; John Arnold; Robert G Bergman
Journal: Organometallics Date: 2006-07-03 Impact factor: 3.876

5. Reactivity of terminal imido complexes of group 4-6 metals: stoichiometric and catalytic reactions involving cycloaddition with unsaturated organic molecules.

Authors: Kento Kawakita; Yuya Kakiuchi; Hayato Tsurugi; Kazushi Mashima; Bernard F Parker; John Arnold; Ian A Tonks
Journal: Coord Chem Rev Date: 2020-01-14 Impact factor: 22.315