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Synthesis 2010(14): 2463-2467
DOI: 10.1055/s-0029-1218786
DOI: 10.1055/s-0029-1218786
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Rapid and Convenient One-Pot Method for the Preparation of Alkali Metal Phosphinodiselenoates
Further Information
Received
19 March 2010
Publication Date:
12 May 2010 (online)
Publication History
Publication Date:
12 May 2010 (online)
![](https://www.thieme-connect.de/media/synthesis/201014/lookinside/thumbnails/10.1055-s-0029-1218786-1.jpg)
Abstract
Alkali metal phosphinodiselenoates, R2PSe2M (R = aralkyl, hetaralkyl, Ph; M = Li, Na, K, Rb, Cs), were synthesized in high yields (up to 98%) by a three-component reaction of a secondary phosphine, elemental selenium, and an alkali metal hydroxide under mild conditions (ethanol, room temperature, 5 min).
Key words
phosphorus - selenium - alkali metals - three-component reactions - phosphinodiselenoates - alkali metal salts
- 1
Rudnic LR. Lubricant Additives: Chemistry and Applications 2nd ed.: Taylor & Francis; New York: 2009. -
2a
Fernandes AP.de Moraes M.Neto JAG. Ecletica Quim. 2001, 26: 211 -
2b
Curtui M.Haiduc I.Ghizdavu L. J. Radioanal. Nucl. Chem. 2002, 251: 163 -
3a
Mehrotra RC.Srivastava G.Chauhan BPS. Coord. Chem. Rev. 1984, 55: 207 -
3b
Walther B. Coord. Chem. Rev. 1984, 60: 67 - 4
Ludolph B.Malik MA.O’Brien P.Revaprasadu N. Chem. Commun. 1998, 1849 - 5
Lobana TS.Wang J.-C.Liu CW. Coord. Chem. Rev. 2007, 251: 91 -
6a
Belova VV.Egorova NS.Kholkin AI.Voshkin AA. China Acad. J. 2005, 146 -
6b
Voshkin AA.Kostanian AE.Belova VV.Egorova NS.Kholkin AI. China Acad. J. 2005, 1473 -
6c
Egorova NS.Belova VV.Voshkin AA.Zhilov VI.Kholkin AI. Russ. J. Inorg. Chem. 2005, 50: 1902 - 7
Mashkovskii MD. Lekarstvennye sredstva [Pharmaceuticals] Vol. 2: Medicina; Moscow: 1998. p.360 -
8a
Afzaal M.O’Brien P. J. Mater. Chem. 2006, 16: 1597 -
8b
Afzaal M.Malik MA.O’Brien P. New J. Chem. 2007, 31: 2029 -
8c
Fan D.Afzaal M.Mallik MA.Nguyen CQ.O’Brien P.Thomas PJ. Coord. Chem. Rev. 2007, 251: 1878 -
8cx
Jie G.-F.Liu P.Zhang S.-S. Chem. Commun. 2010, 46: 1323 -
8d
Lesnyak V.Dubavik A.Plotnikov A.Gaponik N.Eychmüller A. Chem. Commun. 2010, 46: 886 -
8e
Zhou Y.Riehle FS.Yuan Y.Schleiermacher H.-F.Niggemann M.Urban GA.Krüger M. Appl. Phys. Lett. 2010, 96: 013304 - 9
Maneeprakorn W.Nguyen CQ.Malik MA.O’Brien P.Raftery J. Dalton Trans. 2009, 2103 - 10
Panneerselvam A.Nguyen CQ.Malik MA.O’Brien P.Raftery J. J. Mater. Chem. 2009, 19: 419 -
11a
Hasegawa Y.Adachi T.Tanaka A.Afzaal M.O’Brien P.Doi T.Hinatsu Y.Fujita K.Tanaka K.Kawai T. J. Am. Chem. Soc. 2008, 130: 5710 -
11b
Tanaka A.Adachi T.Hasegawa Y.Kawai T. J. Alloys Compd. 2009, 488: 538 -
11c
Kawai T,Hasegawa Y, andAdachi T. inventors; US 2009015919 A1. - 12
Nguyen CQ.Afzaal M.Malik MA.Helliwell M.Raftery J.O’Brien P. J. Organomet. Chem. 2007, 692: 2669 - 13
Maneeprakorn W.Malik MA.O’Brien P. J. Mater. Chem. 2010, 20: 2329 - 14 For an example, see:
Davies RP.Francis CV.Jurd APS.Martinelli MG.White AJP.Williams D.
J. Inorg. Chem. 2004, 43: 4802 -
15a
Kimura T.Murai T. J. Org. Chem. 2005, 70, 952 -
15b
Murai T.Kimura T. Curr. Org. Chem. 2006, 10: 1963 - 16
Moon J.Nam H.Kim S.Ryu J.Han C.Lee C.Lee S. Tetrahedron Lett. 2008, 49: 5137 - 17
Matolcsy G.Nádasy M.Andriska V. Pesticide Chemistry Elsevier; Amsterdam: 1988. - For some examples, see:
-
18a
Kuchen W.Metten J.Judat A. Chem. Ber. 1964, 97: 2306 -
18b
Kuchen W.Knop B. Angew. Chem., Int. Ed. Engl. 1965, 4: 244 -
18c
Kuchen W.Hertel H. Angew. Chem., Int. Ed. Engl. 1969, 8, 89 -
18d
Davies RP.Martinelli MG. Inorg. Chem. 2002, 41, 348 - 19
Trofimov BA.Artem’ev AV.Malysheva SF.Gusarova NK. J. Organomet. Chem. 2009, 694: 4116 - 20
Artem’ev AV.Gusarova NK.Malysheva SF.Ushakov IA.Trofimov BA. Tetrahedron Lett. 2010, 51: 2141 -
21a
Trofimov BA.Brandsma L.Arbuzova SN.Malysheva SF.Gusarova NK. Tetrahedron Lett. 1994, 35: 7647 -
21b
Gusarova NK.Malysheva SF.Kuimov VA.Belogorlova NA.Mikhailenko VL.Trofimov BA. Mendeleev Commun. 2008, 18: 260 - 22
Gusarova NK.Trofimov BA.Malysheva SF.Shaukhudinova SI.Belogorlova NA.Arbuzova SN.Nepomnyashchikh KV.Dmitriev VI. Russ. J. Gen. Chem. 1997, 67: 65 - 23
Gusarova NK.Shaukhudinova SI.Kazantseva TI.Malysheva SF.Sukhov BG.Belogorlova NA.Dmitriev VI.Trofimov BA. Russ. J. Gen. Chem. 2002, 72: 371