Abstract
A rapid method for the reduction of secondary phosphine oxides under mild conditions has been developed, allowing simple isolation of the corresponding free phosphines. The methodology involves the use of pinacol borane (HBpin) to effect the reduction while circumventing the formation of a phosphine borane adduct, as is usually the case with various other commonly used borane reducing agents such as borane tetrahydrofuran complex (BH 3⋅THF) and borane dimethyl sulfide complex (BH 3⋅SMe 2). In addition, this methodology requires only a small excess of reducing agent and therefore compares favourably not just with other borane reductants that do not require a metal co-catalyst, but also with silane and aluminium based reagents. (Figure presented.).
| Language | English |
|---|---|
| Pages | 3999-4004 |
| Number of pages | 6 |
| Journal | Advanced Synthesis & Catalysis |
| Volume | 360 |
| Issue number | 20 |
| Early online date | 13 Aug 2018 |
| DOIs | |
| Status | E-pub ahead of print - 13 Aug 2018 |
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Keywords
- Phosphine oxide
- pinacol borane
- reduction
ASJC Scopus subject areas
- Catalysis
- Organic Chemistry
Cite this
Rapid Metal-Free Formation of Free Phosphines from Phosphine Oxides. / Provis-Evans, Cei; Emanuelsson, Emma Anna Carolina; Webster, Ruth.
In: Advanced Synthesis & Catalysis, Vol. 360, No. 20, 13.08.2018, p. 3999-4004.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Rapid Metal-Free Formation of Free Phosphines from Phosphine Oxides
AU - Provis-Evans, Cei
AU - Emanuelsson, Emma Anna Carolina
AU - Webster, Ruth
PY - 2018/8/13
Y1 - 2018/8/13
N2 - A rapid method for the reduction of secondary phosphine oxides under mild conditions has been developed, allowing simple isolation of the corresponding free phosphines. The methodology involves the use of pinacol borane (HBpin) to effect the reduction while circumventing the formation of a phosphine borane adduct, as is usually the case with various other commonly used borane reducing agents such as borane tetrahydrofuran complex (BH 3⋅THF) and borane dimethyl sulfide complex (BH 3⋅SMe 2). In addition, this methodology requires only a small excess of reducing agent and therefore compares favourably not just with other borane reductants that do not require a metal co-catalyst, but also with silane and aluminium based reagents. (Figure presented.).
AB - A rapid method for the reduction of secondary phosphine oxides under mild conditions has been developed, allowing simple isolation of the corresponding free phosphines. The methodology involves the use of pinacol borane (HBpin) to effect the reduction while circumventing the formation of a phosphine borane adduct, as is usually the case with various other commonly used borane reducing agents such as borane tetrahydrofuran complex (BH 3⋅THF) and borane dimethyl sulfide complex (BH 3⋅SMe 2). In addition, this methodology requires only a small excess of reducing agent and therefore compares favourably not just with other borane reductants that do not require a metal co-catalyst, but also with silane and aluminium based reagents. (Figure presented.).
KW - Phosphine oxide
KW - pinacol borane
KW - reduction
UR - http://www.scopus.com/inward/record.url?scp=85053429761&partnerID=8YFLogxK
U2 - 10.1002/adsc.201800723
DO - 10.1002/adsc.201800723
M3 - Article
VL - 360
SP - 3999
EP - 4004
JO - Advanced Synthesis & Catalysis
T2 - Advanced Synthesis & Catalysis
JF - Advanced Synthesis & Catalysis
SN - 1615-4150
IS - 20
ER -