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ELICOS SIGNED

Enantioselective Light-induced Catalysis for Organic Synthesis

Total Cost €

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EC-Contrib. €

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Partnership

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Project "ELICOS" data sheet

The following table provides information about the project.

Coordinator
TECHNISCHE UNIVERSITAET MUENCHEN 

Organization address
address: Arcisstrasse 21
city: MUENCHEN
postcode: 80333
website: www.tu-muenchen.de

contact info
title: n.a.
name: n.a.
surname: n.a.
function: n.a.
email: n.a.
telephone: n.a.
fax: n.a.

 Coordinator Country Germany [DE]
 Total cost 2˙357˙901 €
 EC max contribution 2˙357˙901 € (100%)
 Programme 1. H2020-EU.1.1. (EXCELLENT SCIENCE - European Research Council (ERC))
 Code Call ERC-2014-ADG
 Funding Scheme ERC-ADG
 Starting year 2016
 Duration (year-month-day) from 2016-01-01   to  2020-12-31

 Partnership

Take a look of project's partnership.

# participants  country  role  EC contrib. [€] 
1    TECHNISCHE UNIVERSITAET MUENCHEN DE (MUENCHEN) coordinator 2˙357˙901.00

Map

 Project objective

Photochemical reactions are induced by ultraviolet or visible light and they enable the construction of molecular skeletons that are difficult or even impossible to access by any other means. In order to secure a widespread application of these reactions in organic synthesis and in order to make the respective products available for high-tech applications, it is required that photochemical reactions can be performed enantioselectively, i.e. that the three-dimensional architecture of the product molecules is unambiguously defined. Despite some progress in recent years, this challenge has as yet remained unsolved. It is the objective of this proposal to develop catalytic methods that allow the enantioselective synthesis of a broad variety of compound classes by light-induced reactions. The mode of action of potential catalysts is based on energy transfer or on wavelength-selective excitation. In the former scenario, the substrate-catalyst complex will be held together by non-covalent interactions, which position the substrate for an efficient energy transfer and for an enantioselective approach of the reagent. In the latter approach, acid-base interactions in the substrate-catalyst complex will lead to a significant bathochromic absorption shift of the substrate, enabling a selective excitation within the complex and a subsequent enantioselective reaction pathway within a spatially defined chiral environment. Both approaches include the option to employ sunlight as the exclusive energy source to drive enantioselective processes without the need to apply external heat or pressure.

 Publications

year authors and title journal last update
List of publications.
2016 Florian Mayr, Richard Brimioulle, Thorsten Bach
A Chiral Thiourea as a Template for Enantioselective Intramolecular [2 + 2] Photocycloaddition Reactions
published pages: 6965-6971, ISSN: 0022-3263, DOI: 10.1021/acs.joc.6b01039
The Journal of Organic Chemistry 81/16 2019-07-02
2017 Thorsten Bach, Florian Mayr, Lisa-Marie Mohr, Elsa Rodriguez
Synthesis of Chiral Thiourea-Thioxanthone Hybrids
published pages: 5238-5250, ISSN: 0039-7881, DOI: 10.1055/s-0036-1590931
Synthesis 49/23 2019-07-02
2017 Thorsten Bach, Lisa-Marie Mohr
Intermolecular [2+2] Photocycloaddition of β-Nitrostyrenes to Olefins upon Irradiation with Visible Light
published pages: 2946-2950, ISSN: 0936-5214, DOI: 10.1055/s-0036-1588524
Synlett 28/20 2019-07-02
2018 Christoph Brenninger, Thorsten Bach
α-Thio Carbocations (Thionium Ions) as Intermediates in Brønsted Acid-Catalyzed Reactions of Enone-Derived 1,3-Dithianes and 1,3-Dithiolanes
published pages: 623-629, ISSN: 1022-5528, DOI: 10.1007/s11244-018-0905-6
Topics in Catalysis 61/7-8 2019-07-02
2018 Fabian M. Hörmann, Tim S. Chung, Elsa Rodriguez, Matthias Jakob, Thorsten Bach
Evidence for Triplet Sensitization in the Visible-Light-Induced [2+2] Photocycloaddition of Eniminium Ions
published pages: 827-831, ISSN: 1433-7851, DOI: 10.1002/anie.201710441
Angewandte Chemie International Edition 57/3 2019-07-02
2018 Saner Poplata, Thorsten Bach
Enantioselective Intermolecular [2+2] Photocycloaddition Reaction of Cyclic Enones and Its Application in a Synthesis of (−)-Grandisol
published pages: 3228-3231, ISSN: 0002-7863, DOI: 10.1021/jacs.8b01011
Journal of the American Chemical Society 140/9 2019-07-02
2016 Saner Poplata, Andreas Tröster, You-Quan Zou, Thorsten Bach
Recent Advances in the Synthesis of Cyclobutanes by Olefin [2 + 2] Photocycloaddition Reactions
published pages: 9748-9815, ISSN: 0009-2665, DOI: 10.1021/acs.chemrev.5b00723
Chemical Reviews 116/17 2019-07-02
2018 Christoph Brenninger, John D. Jolliffe, Thorsten Bach
Chromophore Activation of α,β-Unsaturated Carbonyl Compounds and Its Application to Enantioselective Photochemical Reactions
published pages: 14338-14349, ISSN: 1433-7851, DOI: 10.1002/anie.201804006
Angewandte Chemie International Edition 57/44 2019-07-02
2017 Christoph Brenninger, Alexander Pöthig, Thorsten Bach
Brønsted Acid Catalysis in Visible-Light-Induced [2+2] Photocycloaddition Reactions of Enone Dithianes
published pages: 4337-4341, ISSN: 1433-7851, DOI: 10.1002/anie.201700837
Angewandte Chemie International Edition 56/15 2019-07-02
2018 Sachin G. Modha, Alexander Pöthig, Andreas Dreuw, Thorsten Bach
[6Ï€] Photocyclization to cis -Hexahydrocarbazol-4-ones: Substrate Modification, Mechanism, and Scope
published pages: 1139-1153, ISSN: 0022-3263, DOI: 10.1021/acs.joc.8b03144
The Journal of Organic Chemistry 84/3 2019-03-25
2018 Simone Stegbauer, Christian Jandl, Thorsten Bach
Enantioselective Lewis Acid Catalyzed ortho Photocycloaddition of Olefins to Phenanthrene-9-carboxaldehydes
published pages: 14593-14596, ISSN: 1433-7851, DOI: 10.1002/anie.201808919
Angewandte Chemie International Edition 57/44 2019-03-25
2017 Verena Edtmüller, Alexander Pöthig, Thorsten Bach
Enantioselective photocyclisation reactions of 2-aryloxycyclohex-2-enones mediated by a chiral copper-bisoxazoline complex
published pages: 5037-5048, ISSN: 0040-4020, DOI: 10.1016/j.tet.2017.05.005
Tetrahedron 73/33 2019-07-02
2018 You-Quan Zou, Fabian M. Hörmann, Thorsten Bach
Iminium and enamine catalysis in enantioselective photochemical reactions
published pages: 278-290, ISSN: 0306-0012, DOI: 10.1039/c7cs00509a
Chemical Society Reviews 47/2 2019-07-02

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