Underpinning Mechanistic Studies of NHC-Organocatalysis: A Breslow Intermediate Reactivity Scale
Lead Research Organisation:
University of St Andrews
Department Name: Chemistry
Abstract
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Organisations
Publications
Abdelhamid Y
(2022)
Isothiourea-Catalyzed [2 + 2] Cycloaddition of C(1)-Ammonium Enolates and N -Alkyl Isatins
in Organic Letters
Collett C
(2021)
Kinetic and Structure-Activity Studies of the Triazolium Ion- Catalyzed Intramolecular Stetter Reaction
in European Journal of Organic Chemistry
Duan Z
(2022)
Rate and equilibrium constants for the addition of triazolium salt derived N-heterocyclic carbenes to heteroaromatic aldehydes.
in Chemical science
Ewing PMDA
(2024)
a-Phenylthioaldehydes for the effective generation of acyl azolium and azolium enolate intermediates.
in Chemical science
Nimmo AJ
(2023)
Enantioselective isothiourea-catalysed reversible Michael addition of aryl esters to 2-benzylidene malononitriles.
in Chemical science
Wang Y
(2022)
A Desilylative Approach to Alkyl Substituted C(1)-Ammonium Enolates: Application in Enantioselective [2+2] Cycloadditions.
in Angewandte Chemie (International ed. in English)
Wang Y
(2023)
Probing Regio- and Enantioselectivity in the Formal [2 + 2] Cycloaddition of C(1)-Alkyl Ammonium Enolates with ß- and a,ß-Substituted Trifluoromethylenones.
in The Journal of organic chemistry
Zhu J
(2022)
The Role of the Fused Ring in Bicyclic Triazolium Organocatalysts: Kinetic, X-ray, and DFT Insights.
in The Journal of organic chemistry
| Description | We have worked towards an understanding of a number of common reaction processes that use reactive organic compounds known as NHCs and demonstrated their utility in understanding reaction mechanisms. |
| Exploitation Route | The understanding generated will be of widespread use within the synthesis and caltaysis communities, and may translate to large scale applications. IN particular, the understanding generated in this work will be able to be understood and applied by others leading to new reactivity. |
| Sectors | Chemicals Manufacturing including Industrial Biotechology Pharmaceuticals and Medical Biotechnology |
| Title | CCDC 2153991: Experimental Crystal Structure Determination |
| Description | Related Article: Yusra Abdelhamid, Kevin Kasten, Joanne Dunne, Will C. Hartley, Claire M. Young, David B. Cordes, Alexandra M. Z. Slawin, Sean Ng, Andrew D. Smith|2022|Org.Lett.|24|5444|doi:10.1021/acs.orglett.2c02170 |
| Type Of Material | Database/Collection of data |
| Year Produced | 2022 |
| Provided To Others? | Yes |
| URL | http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc2b9dln&sid=DataCite |
| Title | CCDC 2217572: Experimental Crystal Structure Determination |
| Description | Related Article: Yihong Wang, Claire M. Young, David B. Cordes, Alexandra M. Z. Slawin, Andrew D. Smith|2023|J.Org.Chem.|||doi:10.1021/acs.joc.2c02688 |
| Type Of Material | Database/Collection of data |
| Year Produced | 2023 |
| Provided To Others? | Yes |
| URL | http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc2dfkl0&sid=DataCite |
| Title | CCDC 2217573: Experimental Crystal Structure Determination |
| Description | Related Article: Yihong Wang, Claire M. Young, David B. Cordes, Alexandra M. Z. Slawin, Andrew D. Smith|2023|J.Org.Chem.|||doi:10.1021/acs.joc.2c02688 |
| Type Of Material | Database/Collection of data |
| Year Produced | 2023 |
| Provided To Others? | Yes |
| URL | http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc2dfkm1&sid=DataCite |
| Title | CCDC 2217574: Experimental Crystal Structure Determination |
| Description | Related Article: Yihong Wang, Claire M. Young, David B. Cordes, Alexandra M. Z. Slawin, Andrew D. Smith|2023|J.Org.Chem.|||doi:10.1021/acs.joc.2c02688 |
| Type Of Material | Database/Collection of data |
| Year Produced | 2023 |
| Provided To Others? | Yes |
| URL | http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc2dfkn2&sid=DataCite |
| Title | CCDC 2253984: Experimental Crystal Structure Determination |
| Description | Related Article: Alastair J. Nimmo, Jacqueline Bitai, Claire M. Young, Calum McLaughlin, Alexandra M. Z. Slawin, David B. Cordes, Andrew D. Smith|2023|Chemical Science|14|7537|doi:10.1039/D3SC02101G |
| Type Of Material | Database/Collection of data |
| Year Produced | 2023 |
| Provided To Others? | Yes |
| URL | http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc2fng5r&sid=DataCite |
| Title | CCDC 2253985: Experimental Crystal Structure Determination |
| Description | Related Article: Alastair J. Nimmo, Jacqueline Bitai, Claire M. Young, Calum McLaughlin, Alexandra M. Z. Slawin, David B. Cordes, Andrew D. Smith|2023|Chemical Science|14|7537|doi:10.1039/D3SC02101G |
| Type Of Material | Database/Collection of data |
| Year Produced | 2023 |
| Provided To Others? | Yes |
| URL | http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc2fng6s&sid=DataCite |
| Title | CCDC 2253986: Experimental Crystal Structure Determination |
| Description | Related Article: Alastair J. Nimmo, Jacqueline Bitai, Claire M. Young, Calum McLaughlin, Alexandra M. Z. Slawin, David B. Cordes, Andrew D. Smith|2023|Chemical Science|14|7537|doi:10.1039/D3SC02101G |
| Type Of Material | Database/Collection of data |
| Year Produced | 2023 |
| Provided To Others? | Yes |
| URL | http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc2fng7t&sid=DataCite |
| Title | CCDC 2310270: Experimental Crystal Structure Determination |
| Description | Related Article: Paul M. D. A. Ewing, Pankaj Kumar Majhi, Callum Prentice, Claire M. Young, Karlotta van Rees, Polly L. Arnold, Eli Zysman-Colman, Andrew D. Smith|2024|Chemical Science|15|9369|doi:10.1039/D3SC06879J |
| Type Of Material | Database/Collection of data |
| Year Produced | 2024 |
| Provided To Others? | Yes |
| URL | http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc2hk0vy&sid=DataCite |
| Title | Data underpinning "Rate and Equilibrium Constants for the Addition of Triazolium Salt derived N-Heterocyclic Carbenes to Heteroaromatic Aldehydes" |
| Description | |
| Type Of Material | Database/Collection of data |
| Year Produced | 2022 |
| Provided To Others? | Yes |
| URL | https://risweb.st-andrews.ac.uk/portal/en/datasets/data-underpinning-rate-and-equilibrium-constants-... |
| Title | Kinetic and Structure-Activity Studies of the Triazolium Ion- catalyzed Intramolecular Stetter Reaction (dataset) |
| Description | |
| Type Of Material | Database/Collection of data |
| Year Produced | 2021 |
| Provided To Others? | Yes |
| URL | https://risweb.st-andrews.ac.uk/portal/en/datasets/kinetic-and-structureactivity-studies-of-the-tria... |
| Title | data underpinning "Enantioselective Isothiourea-Catalysed Reversible Michael Addition of Aryl Esters to 2-Benzylidene Malononitriles" |
| Description | |
| Type Of Material | Database/Collection of data |
| Year Produced | 2023 |
| Provided To Others? | Yes |
| URL | https://risweb.st-andrews.ac.uk/portal/en/datasets/data-underpinning-enantioselective-isothioureacat... |
| Title | data underpinning "Probing Regio- and Enantioselectivity in the Formal [2+2] Cycloaddi-tion of C(1)-Alkyl Ammonium Enolates with ß- and a,ß-Substituted Trifluoromethylenones" |
| Description | |
| Type Of Material | Database/Collection of data |
| Year Produced | 2022 |
| Provided To Others? | Yes |
| URL | https://risweb.st-andrews.ac.uk/portal/en/datasets/data-underpinning-probing-regio-and-enantioselect... |
| Title | data underpinning "a-Phenylthioaldehydes for the effective generation of acyl azolium and azolium enolate intermediates" |
| Description | |
| Type Of Material | Database/Collection of data |
| Year Produced | 2024 |
| Provided To Others? | Yes |
| URL | https://research-portal.st-andrews.ac.uk/en/datasets/data-underpinning-aphenylthioaldehydes-for-the-... |