From Wikipedia, the free encyclopedia

René Peters (born August 26, 1971, in Simmerath) is a German chemist and since 2008 Professor of Organic Chemistry at the University of Stuttgart.

Life and work

Peters studied chemistry at RWTH Aachen University from 1992 to 1997 and subsequently received his doctorate under Dieter Enders until 2000. This was followed by a stay as a postdoc at Harvard University with Yoshito Kishi as a DAAD scholarship holder. Between 2001 and 2004 he worked as a process research chemist at F. Hoffmann-La Roche LTD (Basel). From 2004 to 2008, Peters was an assistant professor at ETH Zurich. Since 2008 he has been Professor of Organic Chemistry at the University of Stuttgart.

The research team led by Prof. Peters is one of the leading groups in the field of cooperative asymmetric catalysis. [1] The research is centered around the development of bi- and polyfunctional catalysts whose mode of action is inspired by enzymes, although the structure of the artificial catalysts is much simpler than those of enzymes. In the Peters catalysts, a Lewis acid often cooperates with charged, non-metallic functionalities such as ammonium, [2] [3] pyridinium [4] or olium salts, [5] [6] betaine units [7] and classical hydrogen bond donors. [8] Through the different catalyst functional groups, simultaneous activation and a precise spatial alignment of both reactants is often possible, so that high catalytic activity can be combined with very high stereocontrol. [9] [10] [11] [12] In addition to the development of catalysts for asymmetric catalysis, the Peters research group investigates their mechanistic mode of action in an interdisciplinary approach. [13]

The research group is also known for its development of planar chiral metallacycles, [14] [15] [16] [17] in which an intramolecular cooperation of two metal centers could often be used. [18] [19] [20] [21]

References

  1. ^ Peters, René (2015). Cooperative Catalysis – Designing Efficient Catalysts for Synthesis. Weinheim.{{ cite book}}: CS1 maint: location missing publisher ( link)
  2. ^ Brodbeck, Daniel; Broghammer, Florian; Meisner, Jan; Klepp, Julian; Garnier, Delphine; Frey, Wolfgang; Kästner, Johannes; Peters, René (2017-03-27). "An Aluminum Fluoride Complex with an Appended Ammonium Salt as an Exceptionally Active Cooperative Catalyst for the Asymmetric Carboxycyanation of Aldehydes". Angewandte Chemie International Edition. 56 (14): 4056–4060. doi: 10.1002/anie.201612493. PMID  28247498.
  3. ^ Titze, Marvin; Heitkämper, Juliane; Junge, Thorsten; Kästner, Johannes; Peters, René (2021-03-01). "Highly Active Cooperative Lewis Acid—Ammonium Salt Catalyst for the Enantioselective Hydroboration of Ketones". Angewandte Chemie International Edition. 60 (10): 5544–5553. doi: 10.1002/anie.202012796. ISSN  1433-7851. PMC  7986937. PMID  33210781.
  4. ^ Kull, Thomas; Peters, René (2008-07-07). "Contact Ion Pair Directed Lewis Acid Catalysis: Asymmetric Synthesis of trans ‐Configured β‐Lactones". Angewandte Chemie International Edition. 47 (29): 5461–5464. doi: 10.1021/acscatal.1c05440. PMID  18537214. S2CID  245866423.
  5. ^ Mechler, Melanie; Peters, René (2015-08-24). "Diastereodivergent Asymmetric 1,4-Addition of Oxindoles to Nitroolefins by Using Polyfunctional Nickel-Hydrogen-Bond-Azolium Catalysts". Angewandte Chemie International Edition. 54 (35): 10303–10307. doi: 10.1002/anie.201502930. PMID  26118905.
  6. ^ Schmid, Juliane; Junge, Thorsten; Lang, Johannes; Frey, Wolfgang; Peters, René (2019-04-08). "Polyfunctional Bis‐Lewis‐Acid‐/Bis‐Triazolium Catalysts for Stereoselective 1,4‐Additions of 2‐Oxindoles to Maleimides". Angewandte Chemie International Edition. 58 (16): 5447–5451. doi: 10.1002/anie.201814453. ISSN  1433-7851. PMID  30742732. S2CID  73434519.
  7. ^ Willig, Felix; Lang, Johannes; Hans, Andreas C.; Ringenberg, Mark R.; Pfeffer, Daniel; Frey, Wolfgang; Peters, René (2019-07-31). "Polyfunctional Imidazolium Aryloxide Betaine/Lewis Acid Catalysts as Tools for the Asymmetric Synthesis of Disfavored Diastereomers". Journal of the American Chemical Society. 141 (30): 12029–12043. doi: 10.1021/jacs.9b04902. ISSN  0002-7863. PMID  31268701. S2CID  195796731.
  8. ^ Mechler, Melanie; Peters, René (2015-08-24). "Diastereodivergent Asymmetric 1,4-Addition of Oxindoles to Nitroolefins by Using Polyfunctional Nickel-Hydrogen-Bond-Azolium Catalysts". Angewandte Chemie International Edition. 54 (35): 10303–10307. doi: 10.1002/anie.201502930. PMID  26118905.
  9. ^ Ye, Xinyi; Tan, Choon-Hong (2021). "Enantioselective transition metal catalysis directed by chiral cations". Chemical Science. 12 (2): 533–539. doi: 10.1039/D0SC05734G. ISSN  2041-6520. PMC  8179005. PMID  34163782.
  10. ^ Fanourakis, Alexander; Docherty, Philip J.; Chuentragool, Padon; Phipps, Robert J. (2020-09-18). "Recent Developments in Enantioselective Transition Metal Catalysis Featuring Attractive Noncovalent Interactions between Ligand and Substrate". ACS Catalysis. 10 (18): 10672–10714. doi: 10.1021/acscatal.0c02957. ISSN  2155-5435. PMC  7507755. PMID  32983588.
  11. ^ Yuan, Yu-Chao; Mellah, Mohamed; Schulz, Emmanuelle; David, Olivier R. P. (2022-05-11). "Making Chiral Salen Complexes Work with Organocatalysts". Chemical Reviews. 122 (9): 8841–8883. doi: 10.1021/acs.chemrev.1c00912. ISSN  0009-2665. PMID  35266711. S2CID  247361669.
  12. ^ Gong, Liu‐Zhu (2022-04-04). Asymmetric Organo‐Metal Catalysis: Concepts, Principles, and Applications (1 ed.). Wiley. doi: 10.1002/9783527345939. ISBN  978-3-527-34592-2. S2CID  242055911.
  13. ^ Heitkämper, Juliane; Herrmann, Justin; Titze, Marvin; Bauch, Soeren M.; Peters, René; Kästner, Johannes (2022-01-21). "Asymmetric Hydroboration of Ketones by Cooperative Lewis Acid–Onium Salt Catalysis: A Quantum Chemical and Microkinetic Study to Combine Theory and Experiment". ACS Catalysis. 12 (2): 1497–1507. doi: 10.1021/acscatal.1c05440. ISSN  2155-5435. S2CID  245866423.
  14. ^ Weiss, Matthias E.; Fischer, Daniel F.; Xin, Zhuo-qun; Jautze, Sascha; Schweizer, W. Bernd; Peters, René (2006-08-25). "Practical, Highly Active, and Enantioselective Ferrocenyl–Imidazoline Palladacycle Catalysts (FIPs) for the Aza-Claisen Rearrangement ofN-para-Methoxyphenyl Trifluoroacetimidates". Angewandte Chemie International Edition. 45 (34): 5694–5698. doi: 10.1002/anie.200601731. ISSN  1433-7851. PMID  16858701.
  15. ^ Huang, Haoxi; Peters, René (2009-01-05). "A Highly Strained Planar-Chiral Platinacycle for Catalytic Activation of Internal Olefins in the Friedel-Crafts Alkylation of Indoles". Angewandte Chemie International Edition. 48 (3): 604–606. doi: 10.1002/anie.200804944. PMID  19072970.
  16. ^ Schrapel, Carmen; Peters, René (2015-08-24). "Exogenous-Base-Free Palladacycle-Catalyzed Highly Enantioselective Arylation of Imines with Arylboroxines". Angewandte Chemie International Edition. 54 (35): 10289–10293. doi: 10.1002/anie.201501846. PMID  26088080.
  17. ^ Pfeffer, Camilla; Probst, Patrick; Wannenmacher, Nick; Frey, Wolfgang; Peters, René (2022-08-26). "Direct Enantioselective Addition of Alkynes to Imines by a Highly Efficient Palladacycle Catalyst". Angewandte Chemie International Edition. 61 (35): e202206835. doi: 10.1002/anie.202206835. ISSN  1433-7851. PMC  9545068. PMID  35701311.
  18. ^ Maity, Ramananda; Birenheide, Bernhard S.; Breher, Frank; Sarkar, Biprajit (2021-05-19). "Cooperative Effects in Multimetallic Complexes Applied in Catalysis". ChemCatChem. 13 (10): 2337–2370. doi: 10.1002/cctc.202001951. ISSN  1867-3880. S2CID  233947974.
  19. ^ Hickman, Daniel (2022-03-09). "Bispalladacycle-Catalyzed Allylation of Aldehydes". ChemistryViews. Retrieved 2023-01-04.
  20. ^ Jautze, Sascha; Peters, René (2008-11-17). "Enantioselective Bimetallic Catalysis of Michael Additions Forming Quaternary Stereocenters". Angewandte Chemie International Edition. 47 (48): 9284–9288. doi: 10.1002/anie.200803539. ISSN  1433-7851. PMID  18956390.
  21. ^ Weber, Manuel; Jautze, Sascha; Frey, Wolfgang; Peters, René (2010-09-08). "Bispalladacycle-Catalyzed Brønsted Acid/Base-Promoted Asymmetric Tandem Azlactone Formation−Michael Addition". Journal of the American Chemical Society. 132 (35): 12222–12225. doi: 10.1021/ja106088v. ISSN  0002-7863. PMID  20715774.
From Wikipedia, the free encyclopedia

René Peters (born August 26, 1971, in Simmerath) is a German chemist and since 2008 Professor of Organic Chemistry at the University of Stuttgart.

Life and work

Peters studied chemistry at RWTH Aachen University from 1992 to 1997 and subsequently received his doctorate under Dieter Enders until 2000. This was followed by a stay as a postdoc at Harvard University with Yoshito Kishi as a DAAD scholarship holder. Between 2001 and 2004 he worked as a process research chemist at F. Hoffmann-La Roche LTD (Basel). From 2004 to 2008, Peters was an assistant professor at ETH Zurich. Since 2008 he has been Professor of Organic Chemistry at the University of Stuttgart.

The research team led by Prof. Peters is one of the leading groups in the field of cooperative asymmetric catalysis. [1] The research is centered around the development of bi- and polyfunctional catalysts whose mode of action is inspired by enzymes, although the structure of the artificial catalysts is much simpler than those of enzymes. In the Peters catalysts, a Lewis acid often cooperates with charged, non-metallic functionalities such as ammonium, [2] [3] pyridinium [4] or olium salts, [5] [6] betaine units [7] and classical hydrogen bond donors. [8] Through the different catalyst functional groups, simultaneous activation and a precise spatial alignment of both reactants is often possible, so that high catalytic activity can be combined with very high stereocontrol. [9] [10] [11] [12] In addition to the development of catalysts for asymmetric catalysis, the Peters research group investigates their mechanistic mode of action in an interdisciplinary approach. [13]

The research group is also known for its development of planar chiral metallacycles, [14] [15] [16] [17] in which an intramolecular cooperation of two metal centers could often be used. [18] [19] [20] [21]

References

  1. ^ Peters, René (2015). Cooperative Catalysis – Designing Efficient Catalysts for Synthesis. Weinheim.{{ cite book}}: CS1 maint: location missing publisher ( link)
  2. ^ Brodbeck, Daniel; Broghammer, Florian; Meisner, Jan; Klepp, Julian; Garnier, Delphine; Frey, Wolfgang; Kästner, Johannes; Peters, René (2017-03-27). "An Aluminum Fluoride Complex with an Appended Ammonium Salt as an Exceptionally Active Cooperative Catalyst for the Asymmetric Carboxycyanation of Aldehydes". Angewandte Chemie International Edition. 56 (14): 4056–4060. doi: 10.1002/anie.201612493. PMID  28247498.
  3. ^ Titze, Marvin; Heitkämper, Juliane; Junge, Thorsten; Kästner, Johannes; Peters, René (2021-03-01). "Highly Active Cooperative Lewis Acid—Ammonium Salt Catalyst for the Enantioselective Hydroboration of Ketones". Angewandte Chemie International Edition. 60 (10): 5544–5553. doi: 10.1002/anie.202012796. ISSN  1433-7851. PMC  7986937. PMID  33210781.
  4. ^ Kull, Thomas; Peters, René (2008-07-07). "Contact Ion Pair Directed Lewis Acid Catalysis: Asymmetric Synthesis of trans ‐Configured β‐Lactones". Angewandte Chemie International Edition. 47 (29): 5461–5464. doi: 10.1021/acscatal.1c05440. PMID  18537214. S2CID  245866423.
  5. ^ Mechler, Melanie; Peters, René (2015-08-24). "Diastereodivergent Asymmetric 1,4-Addition of Oxindoles to Nitroolefins by Using Polyfunctional Nickel-Hydrogen-Bond-Azolium Catalysts". Angewandte Chemie International Edition. 54 (35): 10303–10307. doi: 10.1002/anie.201502930. PMID  26118905.
  6. ^ Schmid, Juliane; Junge, Thorsten; Lang, Johannes; Frey, Wolfgang; Peters, René (2019-04-08). "Polyfunctional Bis‐Lewis‐Acid‐/Bis‐Triazolium Catalysts for Stereoselective 1,4‐Additions of 2‐Oxindoles to Maleimides". Angewandte Chemie International Edition. 58 (16): 5447–5451. doi: 10.1002/anie.201814453. ISSN  1433-7851. PMID  30742732. S2CID  73434519.
  7. ^ Willig, Felix; Lang, Johannes; Hans, Andreas C.; Ringenberg, Mark R.; Pfeffer, Daniel; Frey, Wolfgang; Peters, René (2019-07-31). "Polyfunctional Imidazolium Aryloxide Betaine/Lewis Acid Catalysts as Tools for the Asymmetric Synthesis of Disfavored Diastereomers". Journal of the American Chemical Society. 141 (30): 12029–12043. doi: 10.1021/jacs.9b04902. ISSN  0002-7863. PMID  31268701. S2CID  195796731.
  8. ^ Mechler, Melanie; Peters, René (2015-08-24). "Diastereodivergent Asymmetric 1,4-Addition of Oxindoles to Nitroolefins by Using Polyfunctional Nickel-Hydrogen-Bond-Azolium Catalysts". Angewandte Chemie International Edition. 54 (35): 10303–10307. doi: 10.1002/anie.201502930. PMID  26118905.
  9. ^ Ye, Xinyi; Tan, Choon-Hong (2021). "Enantioselective transition metal catalysis directed by chiral cations". Chemical Science. 12 (2): 533–539. doi: 10.1039/D0SC05734G. ISSN  2041-6520. PMC  8179005. PMID  34163782.
  10. ^ Fanourakis, Alexander; Docherty, Philip J.; Chuentragool, Padon; Phipps, Robert J. (2020-09-18). "Recent Developments in Enantioselective Transition Metal Catalysis Featuring Attractive Noncovalent Interactions between Ligand and Substrate". ACS Catalysis. 10 (18): 10672–10714. doi: 10.1021/acscatal.0c02957. ISSN  2155-5435. PMC  7507755. PMID  32983588.
  11. ^ Yuan, Yu-Chao; Mellah, Mohamed; Schulz, Emmanuelle; David, Olivier R. P. (2022-05-11). "Making Chiral Salen Complexes Work with Organocatalysts". Chemical Reviews. 122 (9): 8841–8883. doi: 10.1021/acs.chemrev.1c00912. ISSN  0009-2665. PMID  35266711. S2CID  247361669.
  12. ^ Gong, Liu‐Zhu (2022-04-04). Asymmetric Organo‐Metal Catalysis: Concepts, Principles, and Applications (1 ed.). Wiley. doi: 10.1002/9783527345939. ISBN  978-3-527-34592-2. S2CID  242055911.
  13. ^ Heitkämper, Juliane; Herrmann, Justin; Titze, Marvin; Bauch, Soeren M.; Peters, René; Kästner, Johannes (2022-01-21). "Asymmetric Hydroboration of Ketones by Cooperative Lewis Acid–Onium Salt Catalysis: A Quantum Chemical and Microkinetic Study to Combine Theory and Experiment". ACS Catalysis. 12 (2): 1497–1507. doi: 10.1021/acscatal.1c05440. ISSN  2155-5435. S2CID  245866423.
  14. ^ Weiss, Matthias E.; Fischer, Daniel F.; Xin, Zhuo-qun; Jautze, Sascha; Schweizer, W. Bernd; Peters, René (2006-08-25). "Practical, Highly Active, and Enantioselective Ferrocenyl–Imidazoline Palladacycle Catalysts (FIPs) for the Aza-Claisen Rearrangement ofN-para-Methoxyphenyl Trifluoroacetimidates". Angewandte Chemie International Edition. 45 (34): 5694–5698. doi: 10.1002/anie.200601731. ISSN  1433-7851. PMID  16858701.
  15. ^ Huang, Haoxi; Peters, René (2009-01-05). "A Highly Strained Planar-Chiral Platinacycle for Catalytic Activation of Internal Olefins in the Friedel-Crafts Alkylation of Indoles". Angewandte Chemie International Edition. 48 (3): 604–606. doi: 10.1002/anie.200804944. PMID  19072970.
  16. ^ Schrapel, Carmen; Peters, René (2015-08-24). "Exogenous-Base-Free Palladacycle-Catalyzed Highly Enantioselective Arylation of Imines with Arylboroxines". Angewandte Chemie International Edition. 54 (35): 10289–10293. doi: 10.1002/anie.201501846. PMID  26088080.
  17. ^ Pfeffer, Camilla; Probst, Patrick; Wannenmacher, Nick; Frey, Wolfgang; Peters, René (2022-08-26). "Direct Enantioselective Addition of Alkynes to Imines by a Highly Efficient Palladacycle Catalyst". Angewandte Chemie International Edition. 61 (35): e202206835. doi: 10.1002/anie.202206835. ISSN  1433-7851. PMC  9545068. PMID  35701311.
  18. ^ Maity, Ramananda; Birenheide, Bernhard S.; Breher, Frank; Sarkar, Biprajit (2021-05-19). "Cooperative Effects in Multimetallic Complexes Applied in Catalysis". ChemCatChem. 13 (10): 2337–2370. doi: 10.1002/cctc.202001951. ISSN  1867-3880. S2CID  233947974.
  19. ^ Hickman, Daniel (2022-03-09). "Bispalladacycle-Catalyzed Allylation of Aldehydes". ChemistryViews. Retrieved 2023-01-04.
  20. ^ Jautze, Sascha; Peters, René (2008-11-17). "Enantioselective Bimetallic Catalysis of Michael Additions Forming Quaternary Stereocenters". Angewandte Chemie International Edition. 47 (48): 9284–9288. doi: 10.1002/anie.200803539. ISSN  1433-7851. PMID  18956390.
  21. ^ Weber, Manuel; Jautze, Sascha; Frey, Wolfgang; Peters, René (2010-09-08). "Bispalladacycle-Catalyzed Brønsted Acid/Base-Promoted Asymmetric Tandem Azlactone Formation−Michael Addition". Journal of the American Chemical Society. 132 (35): 12222–12225. doi: 10.1021/ja106088v. ISSN  0002-7863. PMID  20715774.

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