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Experimental Evaluation of (L)Au Electron-Donor Ability in Cationic Gold Carbene Complexes.

Publication ,  Journal Article
Carden, RG; Lam, N; Widenhoefer, RA
Published in: Chemistry (Weinheim an der Bergstrasse, Germany)
December 2017

29 Si NMR spectroscopy was employed to evaluate the electron donor properties of the (L)Au fragments in the cationic gold (β,β-disilyl)vinylidene complexes [(L)Au=C=CSi(Me)2 CH2 CH2 Si(Me)2 ]+ B(C6 F5 )4- [L=P(tBu)2 o-biphenyl or NHC] relative to the p-substituted aryl group in the α-aryl-(β,β-disilyl)vinyl cations [(p-C6 H4 X)-C= CSi(Me)2 CH2 CH2 Si(Me)2 ]+ B(C6 F5 )4- . Similarly, 19 F NMR was employed to evaluate the σ- and π-electron donor properties of the (L)Au fragments in the neutral gold fluorophenyl complexes (L)Au(C6 H4 F) and in the cationic (fluorophenyl)methoxycarbene complexes [(L)AuC(OMe)(C6 H4 F)]+ SbF6- [L=P(tBu)2 o-biphenyl or IPr] relative to the p-substituted aryl group of the protonated monofluorobenzophenones [(p-C6 H4 X)(C6 H4 F)COH]+ OTf- . The results of these studies indicate that relative to p-substituted aryl groups, the gold (L)Au fragments [L=P(tBu)2 o-biphenyl or NHC] are significantly more inductively electron donating and are comparable π-donors and for this reason, the extent of (L)Au→C1 electron donation in gold carbene complexes appears to exceed that provided by a p-(dimethyamino)phenyl group. Furthermore, the [L=P(tBu)2 o-biphenyl]Au fragment is a nominally stronger electron donor than the (IPr)Au fragment, and both are significantly more inductively electron donating than the (PPh3 )Au and [P(OMe)3 ]Au fragments.

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Published In

Chemistry (Weinheim an der Bergstrasse, Germany)

DOI

EISSN

1521-3765

ISSN

0947-6539

Publication Date

December 2017

Volume

23

Issue

71

Start / End Page

17992 / 18001

Related Subject Headings

  • General Chemistry
  • 34 Chemical sciences
  • 03 Chemical Sciences
 

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Carden, R. G., Lam, N., & Widenhoefer, R. A. (2017). Experimental Evaluation of (L)Au Electron-Donor Ability in Cationic Gold Carbene Complexes. Chemistry (Weinheim an Der Bergstrasse, Germany), 23(71), 17992–18001. https://doi.org/10.1002/chem.201703820
Carden, Robert G., Nathan Lam, and Ross A. Widenhoefer. “Experimental Evaluation of (L)Au Electron-Donor Ability in Cationic Gold Carbene Complexes.Chemistry (Weinheim an Der Bergstrasse, Germany) 23, no. 71 (December 2017): 17992–1. https://doi.org/10.1002/chem.201703820.
Carden RG, Lam N, Widenhoefer RA. Experimental Evaluation of (L)Au Electron-Donor Ability in Cationic Gold Carbene Complexes. Chemistry (Weinheim an der Bergstrasse, Germany). 2017 Dec;23(71):17992–8001.
Carden, Robert G., et al. “Experimental Evaluation of (L)Au Electron-Donor Ability in Cationic Gold Carbene Complexes.Chemistry (Weinheim an Der Bergstrasse, Germany), vol. 23, no. 71, Dec. 2017, pp. 17992–8001. Epmc, doi:10.1002/chem.201703820.
Carden RG, Lam N, Widenhoefer RA. Experimental Evaluation of (L)Au Electron-Donor Ability in Cationic Gold Carbene Complexes. Chemistry (Weinheim an der Bergstrasse, Germany). 2017 Dec;23(71):17992–18001.
Journal cover image

Published In

Chemistry (Weinheim an der Bergstrasse, Germany)

DOI

EISSN

1521-3765

ISSN

0947-6539

Publication Date

December 2017

Volume

23

Issue

71

Start / End Page

17992 / 18001

Related Subject Headings

  • General Chemistry
  • 34 Chemical sciences
  • 03 Chemical Sciences