A highly efficient general synthesis of phosphine-borane complexes

Tetrahedron Letters

Volumn 45, Issue 2, 2004, Pages 407-409

  McNulty, James ^a   Zhou, Yuehui ^b  

^a MCMASTER UNIVERSITY   (Canada)

^b Cytec Canada Inc   (Canada)

Author keywords

Phosphine; Phosphine borane

Indexed keywords

BORANE DERIVATIVE; CARBONYL DERIVATIVE; PHOSPHINE DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; COMPLEX FORMATION; CRYSTALLIZATION; REACTION ANALYSIS; REDUCTION; STRUCTURE ANALYSIS; SYNTHESIS; TECHNIQUE;

EID: 0346365499     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.10.145     Document Type: Article

References (20)

1. Burg A.B., Wagner R.I. J. Am. Chem. Soc. 75:1953;3872.
2. Imamoto T. Pure Appl. Chem. 65:1993;655.
3. McKinstry L., Livinghouse T. Tetrahedron. 51:1995;7655
4. (b) Longeau A., Durand S., Spiegel A., Knochel P. Tetrahedron: Asymmetry. 8:1997;987.
5. (a) Bourumeau K., Gaumont A.C., Denis J.M. Tetrahedron Lett. 38:1997;1923
6. (b) Bourumeau K., Gaumont A.C., Denis J.M. J. Organomet. Chem. 529:1997;205.
7. Leautey M., Deliencourt G.C., Jubault P., Pannecoucke X., Quirion J.C. Tetrahedron Lett. 43:2002;9237.
8. Al-Masum M., Kumaraswamy G., Livinghouse T. J. Org. Chem. 65:2000;4776.
9. Ohff M., Holz J., Quirmbach M., Borner A. Synthesis. 1998;1391 Brunel J.M., Faure B., Maffei M. Coord. Chem. Rev. 178-180:1998;665.
10. Ohff M., Holz J., Quirmbach M., Borner A. Synthesis. 1998;1391 Brunel J.M., Faure B., Maffei M. Coord. Chem. Rev. 178-180:1998;665.
11. Kanth J.V.B. Aldrichim. Acta. 35(2):2002;57.
12. Brown H.C., Mead E.J., Rao B.C.S. J. Am. Chem. Soc. 77:1955;6209.
13. Marshall J.A., Johnson W.S. J. Org. Chem. 28:1963;421.
14. Reetz T. J. Am. Chem. Soc. 82:1960;5039 Reetz T., Katlafsky B. J. Am. Chem. Soc. 82:1960;5036.
15. Reetz T. J. Am. Chem. Soc. 82:1960;5039 Reetz T., Katlafsky B. J. Am. Chem. Soc. 82:1960;5036.
16. Schmidbaur H., Weiss E., Muller G. Synth. React. Inorg. Met. Org. Chem. 15:1985;401.
17. Imamoto T., Kusumoto T., Suzuki N., Sato K. J. Am. Chem. Soc. 107:1985;5301.
18. McNamara C.A., Dixon M.J., Bradley M. Chem. Rev. 102:2002;3275.
19. Leadbeater N.E., Marco M. Chem. Rev. 102:2002;3217.
20. Sample procedure (Table 1, entry 4): To a solution of dicyclohexylphosphine (4.03 g, 20.3 mmol) in dry THF (20 mL) at 0 °C under nitrogen was added solid sodium borohydride (1.15 g, 30.5 mmol) in one portion followed by a solution of glacial acetic acid (2.1 g, 34.5 mmol) in THF (8.0 mL) dropwise over 30 min.