English
 
Help Privacy Policy Disclaimer
  Advanced SearchBrowse

Item

ITEM ACTIONSEXPORT
  α-Cationic Arsines: Synthesis, Structure, Reactivity, and Applications

Dube, J. W., Zheng, Y., Thiel, W., & Alcarazo, M. (2016). α-Cationic Arsines: Synthesis, Structure, Reactivity, and Applications. Journal of the American Chemical Society, 138(21), 6869-6877. doi:10.1021/jacs.6b03500.

Item is

Files

show Files
hide Files
:
ja6b03500_si_015.pdf (Supplementary material), 9MB
Name:
ja6b03500_si_015.pdf
Description:
Supporting Information
Visibility:
Public
MIME-Type / Checksum:
application/pdf / [MD5]
Technical Metadata:
Copyright Date:
-
Copyright Info:
-
License:
-

Locators

show

Creators

show
hide
 Creators:
Dube, Jonathan W.1, 2, Author              
Zheng, Yiying3, Author              
Thiel, Walter3, Author              
Alcarazo, Manuel2, Author
Affiliations:
1Research Group Alcarazo, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445592              
2Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammannstraße 2, 37077 Göttingen, Germany, ou_persistent22              
3Research Department Thiel, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445590              

Content

show
hide
Free keywords: -
 Abstract: A series of structurally differentiated cationic arsines containing imidazolium, cyclopropenium, formamidinium, and pyridinium substituents have been synthesized through short and scalable routes. Evaluation of the donor properties of these compounds by IR spectroscopy and DFT calculations reveals similar σ-electron-releasing abilities for all of them; however, their π-acceptor properties are strongly influenced by the nature of the positively charged group. We describe the coordination chemistry of the newly prepared α-cationic arsines toward different metal centers and their reactivity in the presence of strong oxidants to afford cationic As(V) species. Their unique electronic properties have been exploited in Pt(II) catalysis to develop a new catalyst with remarkable activity in the cycloisomerization of enynes to trisubstituted cyclopropanes. To the best of our knowledge, this is the first report on the use of α-cationic arsine ligands in catalysis.

Details

show
hide
Language(s): eng - English
 Dates: 2016-04-092016-05-232016-06-01
 Publication Status: Published in print
 Pages: 9
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1021/jacs.6b03500
 Degree: -

Event

show

Legal Case

show

Project information

show

Source 1

show
hide
Title: Journal of the American Chemical Society
  Other : J. Am. Chem. Soc.
  Abbreviation : JACS
Source Genre: Journal
 Creator(s):
Affiliations:
Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 138 (21) Sequence Number: - Start / End Page: 6869 - 6877 Identifier: ISSN: 0002-7863
CoNE: https://pure.mpg.de/cone/journals/resource/954925376870