Literature DB >> 24742315

Intermolecular hydroamination of 1,3-dienes catalyzed by bis(phosphine)carbodicarbene-rhodium complexes.

Matthew J Goldfogel1, Courtney C Roberts, Simon J Meek.   

Abstract

A carbodicarbene (CDC)-based pincer ligand scaffold is reported, along with its application to site-selective Rh(I)-catalyzed intermolecular hydroamination of 1,3-dienes with aryl and alkyl amines. To the best of our knowledge, this is the first example of the use of a well-defined CDC complex as an efficient catalyst. Transformations proceed in the presence of 1.0-5.0 mol % Rh complex at 35-120 °C; allylic amines are obtained in up to 97% yield and with >98:2 site selectivity.

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Year:  2014        PMID: 24742315     DOI: 10.1021/ja502275w

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  14 in total

1.  Synthetic and Computational Studies on the Rhodium-Catalyzed Hydroamination of Aminoalkenes.

Authors:  Alexandra E Strom; David Balcells; John F Hartwig
Journal:  ACS Catal       Date:  2016-07-13       Impact factor: 13.084

2.  Direct Intermolecular Anti-Markovnikov Hydroazidation of Unactivated Olefins.

Authors:  Hongze Li; Shou-Jie Shen; Cheng-Liang Zhu; Hao Xu
Journal:  J Am Chem Soc       Date:  2019-05-30       Impact factor: 15.419

3.  Pyridine(diimine) Iron Diene Complexes Relevant to Catalytic [2+2]-Cycloaddition Reactions.

Authors:  C Rose Kennedy; Hongyu Zhong; Matthew V Joannou; Paul J Chirik
Journal:  Adv Synth Catal       Date:  2019-11-19       Impact factor: 5.837

4.  Rhodium-Catalyzed Hydrofunctionalization: Enantioselective Coupling of Indolines and 1,3-Dienes.

Authors:  Xiao-Hui Yang; Vy M Dong
Journal:  J Am Chem Soc       Date:  2017-01-27       Impact factor: 15.419

5.  Enantioselective Intermolecular Addition of Aliphatic Amines to Acyclic Dienes with a Pd-PHOX Catalyst.

Authors:  Nathan J Adamson; Ethan Hull; Steven J Malcolmson
Journal:  J Am Chem Soc       Date:  2017-05-19       Impact factor: 15.419

6.  A Diverted Aerobic Heck Reaction Enables Selective 1,3-Diene and 1,3,5-Triene Synthesis through C-C Bond Scission.

Authors:  Neil J McAlpine; Long Wang; Brad P Carrow
Journal:  J Am Chem Soc       Date:  2018-10-15       Impact factor: 15.419

7.  O-Heterocycle Synthesis via Intramolecular C-H Alkoxylation Catalyzed by Iron Acetylacetonate.

Authors:  Yuyang Dong; Alexandra T Wrobel; Gerard J Porter; Jessica J Kim; Jake Z Essman; Shao-Liang Zheng; Theodore A Betley
Journal:  J Am Chem Soc       Date:  2021-05-05       Impact factor: 16.383

8.  Metalated Ylides: A New Class of Strong Donor Ligands with Unique Electronic Properties.

Authors:  Lennart T Scharf; Viktoria H Gessner
Journal:  Inorg Chem       Date:  2017-02-27       Impact factor: 5.165

9.  Diastereoselective synthesis of vicinal tertiary and N-substituted quaternary stereogenic centers by catalytic hydroalkylation of dienes.

Authors:  Matthew J Goldfogel; Simon J Meek
Journal:  Chem Sci       Date:  2016-03-11       Impact factor: 9.825

10.  Palladium-catalysed anti-Markovnikov selective oxidative amination.

Authors:  Daniel G Kohler; Samuel N Gockel; Jennifer L Kennemur; Peter J Waller; Kami L Hull
Journal:  Nat Chem       Date:  2018-01-01       Impact factor: 24.427

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