31469-88-2Relevant academic research and scientific papers
Organocatalyzed Fluoride Metathesis
Mulryan, Daniel,White, Andrew J. P.,Crimmin, Mark R.
, p. 9351 - 9355 (2020)
A new organocatalyzed fluoride metathesis reaction between fluoroarenes and carbonyl derivatives is reported. The reaction exchanges fluoride (F-) and alternate nucleophiles (OAc-, OCO2R-, SR-, Cl-, CN-, NCS-). The approach provides a conceptually novel route to manipulate the fluorine content of organic molecules. When the fluorination and defluorination steps are combined into a single catalytic cycle, a byproduct free and 100% atom-efficient reaction can be achieved.
Regioselective preparation of functional aryl ethers and esters by stepwise nucleophilic aromatic substitution reaction
Krishnan, Ranganathan,Parthiban, Anbanandam
, p. 17 - 25 (2014/05/06)
Functional aryl ethers bearing mono- and di-substituted azo compounds, allyl functionalities, vinyl phenyl moieties, trifluoromethyl (CF3) groups, etc. were prepared by nucleophilic substitution reaction of 2,3,4,5,6-pentafluorobenzonitrile (PFBN) in a stepwise manner at room temperature in dipolar aprotic solvents in a regioselective manner. Mono substituted aryl ether further underwent two more substitutions at ortho and ortho′ positions either with the same or different phenoxides. However, para substituted monoesters as well as para-ether-ortho-ester obtained by using carboxylates as (one of the) nucleophiles did not undergo any further displacement. The synthetic strategy described here is useful for making various functional materials such as lubricants, liquid crystals, curing agents, pigments and superhydrophobic materials.
