Publication Date:
2012-12-12
Description:
Fluoroform (CF(3)H), a large-volume by-product of the manufacture of Teflon, refrigerants, polyvinylidene fluoride (PVDF), fire-extinguishing agents, and foams, is a potent and stable greenhouse gas that has found little practical use despite the growing importance of trifluoromethyl (CF3) functionality in more structurally elaborate pharmaceuticals, agrochemicals, and materials. Direct nucleophilic trifluoromethylation using CF(3)H has been a challenge. Here, we report on a direct trifluoromethylation protocol using close to stoichiometric amounts of CF(3)H in common organic solvents such as tetrahydrofuran (THF), diethyl ether, and toluene. The methodology is widely applicable to a variety of silicon, boron, and sulfur-based electrophiles, as well as carbon-based electrophiles.〈br /〉〈span class="detail_caption"〉Notes: 〈/span〉Prakash, G K Surya -- Jog, Parag V -- Batamack, Patrice T D -- Olah, George A -- New York, N.Y. -- Science. 2012 Dec 7;338(6112):1324-7. doi: 10.1126/science.1227859.〈br /〉〈span class="detail_caption"〉Author address: 〈/span〉Loker Hydrocarbon Research Institute, Department of Chemistry, University of Southern California, Los Angeles, CA 90089, USA. gprakash@usc.edu〈br /〉〈span class="detail_caption"〉Record origin:〈/span〉 〈a href="http://www.ncbi.nlm.nih.gov/pubmed/23224551" target="_blank"〉PubMed〈/a〉
Keywords:
Boron/*chemistry
;
Carbon/*chemistry
;
Chlorofluorocarbons, Methane/*chemistry
;
Furans/chemistry
;
Greenhouse Effect
;
Methylation
;
Silicon/*chemistry
;
Solvents/chemistry
;
Sulfur/*chemistry
Print ISSN:
0036-8075
Electronic ISSN:
1095-9203
Topics:
Biology
,
Chemistry and Pharmacology
,
Computer Science
,
Medicine
,
Natural Sciences in General
,
Physics
Permalink
