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ECO-ZEN SIGNED

Enabling Catalytic Cross Couplings with only Zinc Electrophiles, Nucleophiles and Boranes

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EC-Contrib. €

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 ECO-ZEN project word cloud

Explore the words cloud of the ECO-ZEN project. It provides you a very rough idea of what is the project "ECO-ZEN" about.

trans    free    functionalisation    intermediates    sp3c    derivatives    stereospecific    synthetic    react    transformations    boron    meta    organoboranes    compounds    completely    alkynes    boranes    frustration    cog    horizons    abundance    zinc    selective    mediated    couplings    dominated    coupling    substrates    suzuki    utilising    subsequent    precious    freedom    nucleophilic    toxic    fundamental    synthesis    ortho    overarching    electrophiles    opened    pd    ir    transform    metal    successful    chemistry    concertedly    elementoboration    multiple    erc    frustrated    consolidated    combinations    anions    catalysis    expensive    noble    group    requiring    vital    toxicity    abundant    innovation    directed    hetero    integrates    electrophile    herein    pairs    catalysts    miyaura    acid    reactions    components    ideas    industry    fluoroboration    arylboronic    pioneering    lewis    cross    species    stg    unprecedented    conceivable    sear    catalysed    pot    academia    area    impetus    reaction    afford    acids    avenues    ubiquitous    borylation    extend    earth   

Project "ECO-ZEN" data sheet

The following table provides information about the project.

Coordinator
THE UNIVERSITY OF EDINBURGH 

Organization address
address: OLD COLLEGE, SOUTH BRIDGE
city: EDINBURGH
postcode: EH8 9YL
website: www.ed.ac.uk

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 United Kingdom [UK]
 Project website http://www.ingleson.chem.ed.ac.uk/
 Total cost 2˙070˙093 €
 EC max contribution 2˙070˙093 € (100%)
 Programme 1. H2020-EU.1.1. (EXCELLENT SCIENCE - European Research Council (ERC))
 Code Call ERC-2017-COG
 Funding Scheme ERC-COG
 Starting year 2018
 Duration (year-month-day) from 2018-05-01   to  2023-04-30

 Partnership

Take a look of project's partnership.

# participants  country  role  EC contrib. [€] 
1    THE UNIVERSITY OF EDINBURGH UK (EDINBURGH) coordinator 1˙803˙454.00
2    THE UNIVERSITY OF MANCHESTER UK (MANCHESTER) participant 266˙638.00

Map

 Project objective

This high-impact, challenging CoG Proposal integrates multiple novel ideas in boron and zinc chemistry into an overarching project to open up new horizons across synthesis and catalysis. The Applicant’s successful ERC StG has opened up new avenues of pioneering research in main group element mediated transformations that were not conceivable before the work was done. Components of this proposal extend out from the StG into new, exciting research areas that are completely different. Developing low toxicity earth abundant catalysts for important transformations is vital to the EU with the focus herein being on; (i) the Suzuki-Miyaura (S-M) cross coupling reaction which is ubiquitous in industry and academia, and (ii) the formation of organoboranes that are essential synthetic intermediates. Both of these are currently dominated by toxic, expensive and low abundance precious metal catalysts (e.g. Pd, Ir). This project will deliver innovation through utilising combinations of main group Lewis acids and nucleophilic anions that do not react with each other, i.e. are frustrated pairs. This “frustration” enables the two species to concertedly transform substrates to achieve:

(i) precious metal-free S-M cross coupling reactions of sp3C electrophiles catalysed by zinc and boron compounds, including stereospecific couplings and one pot two step cross electrophile couplings

(ii) trans-elementoboration of alkynes, including the unprecedented fluoroboration of alkynes

Other new approaches will be developed to access novel (hetero)arylboronic acid derivatives using only simple boranes and without requiring noble metal catalysts, specifically: (i) boron directed C-H borylation and (ii) directed ortho borylation to enable subsequent meta selective SEAr C-H functionalisation.

This CoG will afford the freedom and impetus via consolidated funding to undertake fundamental research to deliver high impact results, including developing a new area of cross coupling catalysis research.

 Publications

year authors and title journal last update
List of publications.
2018 Valerio Fasano, Jessica Cid, Richard J. Procter, Emily Ross, Michael J. Ingleson
Selective Boryl-Anion Migration in a Vinyl sp 2 −sp 3 Diborane Induced by Soft Borane Lewis Acids
published pages: 13293-13297, ISSN: 1433-7851, DOI: 10.1002/anie.201808216
Angewandte Chemie International Edition 57/40 2019-10-01
2019 James E. Radcliffe, Valerio Fasano, Ralph W. Adams, Peiran You, Michael J. Ingleson
Reductive α-borylation of α,β-unsaturated esters using NHC–BH 3 activated by I 2 as a metal-free route to α-boryl esters
published pages: 1434-1441, ISSN: 2041-6520, DOI: 10.1039/c8sc04305a
Chemical Science 10/5 2019-10-01
2018 Rachel J. Kahan, Daniel L. Crossley, Jessica Cid, James E. Radcliffe, Michael J. Ingleson
Synthesis, Characterization, and Functionalization of 1-Boraphenalenes
published pages: 8084-8088, ISSN: 1433-7851, DOI: 10.1002/anie.201803180
Angewandte Chemie International Edition 57/27 2019-10-01

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