Bismuth Perfluoroalkylphosphinates: New Catalysts for Application in Organic Syntheses

Solyntjes S, Neumann B, Stammler H-G, Ignat'ev N, Hoge B (2017)
CHEMISTRY-A EUROPEAN JOURNAL 23(7): 1568-1575.

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Abstract / Notes
Commercially available BiPh3 was treated with perfluoroalkylphosphinic acids [for example, (C2F5)(2)P(O) OH] to generate novel, highly Lewis acidic bismuth(III) perfluoroalkylphosphinates of the type PhxBi[(R2PO2)-P-F](3-x) (x= 0, 1, 2) (R-F =-C2F5, -C-4 F-9). The first bismuth(V) perfluoroalkylphosphinate, Ph3Bi[(C2F5)(2)PO2](2), was synthesized from Ph3BiCl2 and Ag[(C2F5)(2)PO2]. Examples for the successful application of the catalytically active bismuth(III) and bismuth(V) phosphinates in carbon-carbon bond forming reactions, such as Friedel-Crafts acylation and alkylation, Diels-Alder, Strecker and Mannich reaction, are presented.
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Solyntjes S, Neumann B, Stammler H-G, Ignat'ev N, Hoge B. Bismuth Perfluoroalkylphosphinates: New Catalysts for Application in Organic Syntheses. CHEMISTRY-A EUROPEAN JOURNAL. 2017;23(7):1568-1575.
Solyntjes, S., Neumann, B., Stammler, H. - G., Ignat'ev, N., & Hoge, B. (2017). Bismuth Perfluoroalkylphosphinates: New Catalysts for Application in Organic Syntheses. CHEMISTRY-A EUROPEAN JOURNAL, 23(7), 1568-1575. doi:10.1002/chem.201604914
Solyntjes, S., Neumann, B., Stammler, H. - G., Ignat'ev, N., and Hoge, B. (2017). Bismuth Perfluoroalkylphosphinates: New Catalysts for Application in Organic Syntheses. CHEMISTRY-A EUROPEAN JOURNAL 23, 1568-1575.
Solyntjes, S., et al., 2017. Bismuth Perfluoroalkylphosphinates: New Catalysts for Application in Organic Syntheses. CHEMISTRY-A EUROPEAN JOURNAL, 23(7), p 1568-1575.
S. Solyntjes, et al., “Bismuth Perfluoroalkylphosphinates: New Catalysts for Application in Organic Syntheses”, CHEMISTRY-A EUROPEAN JOURNAL, vol. 23, 2017, pp. 1568-1575.
Solyntjes, S., Neumann, B., Stammler, H.-G., Ignat'ev, N., Hoge, B.: Bismuth Perfluoroalkylphosphinates: New Catalysts for Application in Organic Syntheses. CHEMISTRY-A EUROPEAN JOURNAL. 23, 1568-1575 (2017).
Solyntjes, Sven, Neumann, Beate, Stammler, Hans-Georg, Ignat'ev, Nikolai, and Hoge, Berthold. “Bismuth Perfluoroalkylphosphinates: New Catalysts for Application in Organic Syntheses”. CHEMISTRY-A EUROPEAN JOURNAL 23.7 (2017): 1568-1575.
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Experimental and DFT Studies of the Electron-Withdrawing Ability of Perfluoroalkyl (RF ) Groups: Electron Affinities of PAH(RF )n Increase Significantly with Increasing RF Chain Length.
San LK, Spisak SN, Dubceac C, Deng SHM, Kuvychko IV, Petrukhina MA, Wang XB, Popov AA, Strauss SH, Boltalina OV., Chemistry 24(6), 2018
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