Single-step synthesis of styryl phosphonic acids via palladium-catalyzed Heck coupling of vinyl phosphonic acid with aryl halides
- Colorado School of Mines, Golden, CO (United States). Dept. of Chemistry; United States Air Force Academy, Colorado Springs, CO (United States). Dept. of Chemistry
- Colorado School of Mines, Golden, CO (United States). Dept. of Chemistry
- Colorado School of Mines, Golden, CO (United States). Dept. of Chemistry; Colorado School of Mines, Golden, CO (United States). Materials Science Program; National Renewable Energy Lab. (NREL), Golden, CO (United States)
Here, we have developed a single step palladium-catalyzed Heck coupling of aryl halides with vinyl phosphonic acid to produce functionalized (E)-styryl phosphonic acids. This pathway utilizes a variety of commercially available aryl halides, vinyl phosphonic acid and Pd(P(tBu)3)2 as catalyst. These conditions produce a wide range of styryl phosphonic acids with high purities and good to excellent yields (31–80%).
- Research Organization:
- National Renewable Energy Lab. (NREL), Golden, CO (United States)
- Sponsoring Organization:
- USDOE Office of Energy Efficiency and Renewable Energy (EERE), Renewable Power Office. Solar Energy Technologies Office
- Grant/Contract Number:
- AC36-08GO28308
- OSTI ID:
- 1409497
- Report Number(s):
- NREL/JA-5900-70539; CHCOFS
- Journal Information:
- ChemComm, Vol. 53, Issue 92; ISSN 1359-7345
- Publisher:
- Royal Society of ChemistryCopyright Statement
- Country of Publication:
- United States
- Language:
- English
Cited by: 2 works
Citation information provided by
Web of Science
Web of Science
Similar Records
Controlling Extraction of Rare Earth Elements Using Functionalized Aryl-vinyl Phosphonic Acid Esters
Palladium-catalyzed coupling reaction of allylic diols and cyclic carbonates
Palladium-catalyzed C-O coupling involving unactivated aryl halides. Sterically induced reductive elimination to form the C-O bond in diaryl ethers
Journal Article
·
Tue Sep 26 00:00:00 EDT 2023
· Inorganic Chemistry
·
OSTI ID:1409497
+4 more
Palladium-catalyzed coupling reaction of allylic diols and cyclic carbonates
Conference
·
Sun Dec 31 00:00:00 EST 1995
·
OSTI ID:1409497
Palladium-catalyzed C-O coupling involving unactivated aryl halides. Sterically induced reductive elimination to form the C-O bond in diaryl ethers
Journal Article
·
Wed Apr 07 00:00:00 EDT 1999
· Journal of the American Chemical Society
·
OSTI ID:1409497
+1 more