Issue 21, 2022
From the journal:

Dalton Transactions

Crystalline phosphino-functionalized mesoionic olefins (p-MIOs)†

Arne Merschel,a   Yury V. Vishnevskiy, ORCID logo a   Beate Neumann,a   Hans-Georg Stammlera  and  Rajendra S. Ghadwal ORCID logo *a  

* Corresponding authors

a Molecular Inorganic Chemistry and Catalysis, Inorganic and Structural Chemistry, Center for Molecular Materials, Faculty of Chemistry, Universität Bielefeld, Universitätsstrasse 25, Bielefeld, Germany
E-mail: rghadwal@uni-bielefeld.de
Web: https://www.ghadwalgroup.de

Abstract

Phosphino-functionalized mesoionic olefins (p-MIOs), (iMIC)CHR (iMIC = PhC{N(Dipp)}2C(PPh2)C, Dipp = 2,6-iPr2C6H3; R = H 4a or Ph 4b), derived from a 1,3-imidazole-based mesoionic carbene (iMIC) are reported. The p-MIOs 4a (blue) and 4b (green) are crystalline solids and have been characterized by NMR spectroscopy and X-ray diffraction as well as DFT calculations. The calculated proton affinities of 4a (291.3 kcal mol−1) and 4b (288.1 kcal mol−1) support their remarkable basicity that exceeds that of classical NHCs. Treatment of 4a with (Me2S)AuCl (and AgOTf) affords the dinuclear gold compounds [(4a)Au](X)2 (5-X) (X = Cl or OTf) with a short Au⋯Au distance of 3.130(2) Å for 5-Cl. The reaction of 4a with the main-group reagent PhBCl2 yields the boronium cation [(4a)BPhCl]Cl (6).

Graphical abstract: Crystalline phosphino-functionalized mesoionic olefins (p-MIOs)

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Article information

DOI
https://doi.org/10.1039/D2DT01314B
Article type
Paper
Submitted
27 Apr 2022
Accepted
29 Apr 2022
First published
02 May 2022

Dalton Trans., 2022,51, 8217-8222

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Crystalline phosphino-functionalized mesoionic olefins (p-MIOs)

A. Merschel, Y. V. Vishnevskiy, B. Neumann, H. Stammler and R. S. Ghadwal, Dalton Trans., 2022, 51, 8217 DOI: 10.1039/D2DT01314B

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