Pentakis(trifluoromethyl)phenol from Nitrobenzene

Kütt, Agnes; Koppel, Ilmar A.

doi:10.1039/c4ra04540h

Cited by 1 publication

(2 citation statements)

References 24 publications

(44 reference statements)

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“…[145b] Use of the penta- (Figure 8d) [215] was hampered by involved and low-yielding synthetic protocols, but an improveds ynthesis of the phenol derivativew as presented just recently. [216] The modification of nitrogen-based substituents, like the N(CF 3 )(C 6 F 5 )g roup, also led to highly promisings ubstituents. [217] The SF 5 group is an excellent electron-withdrawing group with high chemical stability,h owever,i ts hard synthetic introduction represents as evere bottleneck.…”

Section: Outlook and Summarymentioning

confidence: 99%

“…Respective groups might be tris(trifluoromethylsulfonyl)methane or the recently introduced, very strong allylic CH acid TTP (see Figure a) . Use of the pentakis(trifluoromethyl)phenyl group (Figure d) was hampered by involved and low‐yielding synthetic protocols, but an improved synthesis of the phenol derivative was presented just recently . The modification of nitrogen‐based substituents, like the N(CF 3 )(C 6 F 5 ) group, also led to highly promising substituents .…”

Section: Outlook and Summarymentioning

confidence: 99%

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Lewis Superacids: Classifications, Candidates, and Applications

Greb

2018

Chemistry A European J

250

242

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Lewis acids play a major role in all areas of chemistry. For a long time, toxic, corrosive and oxidizing SbF was considered as the strongest Lewis acid known. Lately, species significantly exceeding the Lewis acidity of SbF have been realized and were termed Lewis superacids (LSA). Prospective new candidates emerge steadily, which not only outperform SbF by their strength, but also in terms of their accessibility and ease of handling. In principle, Lewis superacids allow us to combine the outstanding activity of Brønsted superacids with the excellent selectivity of a common Lewis acid. However, the broad application of Lewis superacids in synthesis is all but popular. The present review deals with strong Lewis acids. First, it critically discusses Lewis acidity scaling methods and suggests an extended definition for Lewis superacidity. It then summarizes the properties and applications of the strongest currently known Lewis acids, indexed by the fluoride ion affinity (FIA). The supporting information contains a comprehensive list of experimentally and theoretically derived FIA data as a guide for the choice of Lewis acidic reagents/catalyst. This contribution shall encourage the search for new Lewis superacids and promote their application in non-specialized laboratories.

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Section: Outlook and Summarymentioning

confidence: 99%

Section: Outlook and Summarymentioning

confidence: 99%