Synthesis of gold allyloxysulfonium complexes and elimination to form an α,β-unsaturated aldehyde.
Publication
, Journal Article
Kim, N; Widenhoefer, RA
Published in: Chemical communications (Cambridge, England)
November 2019
Treatment of the gold vinyl carbene/allylic cation complex (E)-[(IPr)AuC(H)C(H)C(4-C6H4OMe)2]+ OTf- with sulfoxides at -95 °C formed the corresponding gold allyloxysulfonium complexes [(IPr)AuC(H)(OSR2)C(H)[double bond, length as m-dash]C(4-C6H4OMe)2]+ OTf- [R = Me, -(CH2)4-, Ar] in ≥95 ± 5% NMR yield. Allyloxysulfonium gold complexes underwent elimination at or below room temperature to form 3,3-bis(4-methoxyphenyl)acrylaldehyde in ≥67% yield.
Duke Scholars
Published In
Chemical communications (Cambridge, England)
DOI
EISSN
1364-548X
ISSN
1359-7345
Publication Date
November 2019
Volume
55
Issue
91
Start / End Page
13745 / 13748
Related Subject Headings
- Organic Chemistry
- 40 Engineering
- 34 Chemical sciences
- 03 Chemical Sciences
Citation
APA
Chicago
ICMJE
MLA
NLM
Kim, N., & Widenhoefer, R. A. (2019). Synthesis of gold allyloxysulfonium complexes and elimination to form an α,β-unsaturated aldehyde. Chemical Communications (Cambridge, England), 55(91), 13745–13748. https://doi.org/10.1039/c9cc06589j
Kim, Nana, and Ross A. Widenhoefer. “Synthesis of gold allyloxysulfonium complexes and elimination to form an α,β-unsaturated aldehyde.” Chemical Communications (Cambridge, England) 55, no. 91 (November 2019): 13745–48. https://doi.org/10.1039/c9cc06589j.
Kim N, Widenhoefer RA. Synthesis of gold allyloxysulfonium complexes and elimination to form an α,β-unsaturated aldehyde. Chemical communications (Cambridge, England). 2019 Nov;55(91):13745–8.
Kim, Nana, and Ross A. Widenhoefer. “Synthesis of gold allyloxysulfonium complexes and elimination to form an α,β-unsaturated aldehyde.” Chemical Communications (Cambridge, England), vol. 55, no. 91, Nov. 2019, pp. 13745–48. Epmc, doi:10.1039/c9cc06589j.
Kim N, Widenhoefer RA. Synthesis of gold allyloxysulfonium complexes and elimination to form an α,β-unsaturated aldehyde. Chemical communications (Cambridge, England). 2019 Nov;55(91):13745–13748.
Published In
Chemical communications (Cambridge, England)
DOI
EISSN
1364-548X
ISSN
1359-7345
Publication Date
November 2019
Volume
55
Issue
91
Start / End Page
13745 / 13748
Related Subject Headings
- Organic Chemistry
- 40 Engineering
- 34 Chemical sciences
- 03 Chemical Sciences