English
 
Help Privacy Policy Disclaimer
  Advanced SearchBrowse
  1. Item Summary / 
  2. View item

Item

ITEM ACTIONSEXPORT
 
 
DownloadE-Mail
 Local TagsRelease HistoryDetailsSummary
  A chiral pentafluorinated isopropyl group via iodine(I)/(III) catalysis

Meyer, S., Häfliger, J., Schäfer, M., Molloy, J. J., Daniliuc, C. G., & Gilmour, R. (2021). A chiral pentafluorinated isopropyl group via iodine(I)/(III) catalysis. Angewandte Chemie International Edition, 60(12), 6430-6434. doi:10.1002/anie.202015946.

Item is

 

show all hide all

Basic

show hide
Item Permalink: https://hdl.handle.net/21.11116/0000-000F-21CF-3 Version Permalink: https://hdl.handle.net/21.11116/0000-000F-21D0-0
Genre: Journal Article
Other : Eine chirale pentafluorierte Isopropylgruppe durch Iod(I)/(III)-Katalyse

Files

show Files

Locators

show

Creators

show
hide
 Creators:
Meyer, Stephanie, Author
Häfliger, Joel, Author
Schäfer, Michael, Author
Molloy, John J.1, Author           
Daniliuc, Constantin G., Author
Gilmour, Ryan, Author
Affiliations:
1External Organizations, ou_persistent22              

Content

show
hide
Free keywords: -
 Abstract: An I(I)/(III) catalysis strategy to construct an enantioenriched fluorinated isostere of the iPr group is reported. The difluorination of readily accessible α-CF3-styrenes is enabled by the in situ generation of a chiral ArIF2 species to forge a stereocentre with the substituents F, CH2F and CF3 (up to 95 %, >20:1 vicinal:geminal difluorination). The replacement of the metabolically labile benzylic proton results in a highly preorganised scaffold as was determined by X-ray crystallography (π→σ* and stereoelectronic gauche σ→σ* interactions). A process of catalyst editing is disclosed in which preliminary validation of enantioselectivity is placed on a structural foundation.

Details

show
hide
Language(s):
 Dates: 2021-03-082021
 Publication Status: Issued
 Pages: -
 Publishing info: -
 Table of Contents: -
 Rev. Type: -
 Identifiers: DOI: 10.1002/anie.202015946
DOI: 10.1002/ange.202015946
 Degree: -

Event

show

Legal Case

show

Project information

show

Source 1

show
hide
Title: Angewandte Chemie International Edition
  Abbreviation : Angew. Chem., Int. Ed.
Source Genre: Journal
 Creator(s):
Affiliations:
Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 60 (12) Sequence Number: - Start / End Page: 6430 - 6434 Identifier: ISSN: 1433-7851

Source 2

show
hide
Title: Angewandte Chemie
  Abbreviation : Angew. Chem.
Source Genre: Journal
 Creator(s):
Affiliations:
Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 133 (12) Sequence Number: - Start / End Page: 6501 - 6506 Identifier: ISSN: 0044-8249