Synthesis of μ-phosphide diiron complexes having a P-H bond: Hydrophosphination of phenylacetylene and methyl acrylate with the cationic μ-phosphide diiron complex

Junji Sugiura; Taeko Kakizawa; Hisako Hashimoto; Hiromi Tobita; Hiroshi Ogino

doi:10.1021/om049000o

Synthesis of μ-phosphide diiron complexes having a P-H bond: Hydrophosphination of phenylacetylene and methyl acrylate with the cationic μ-phosphide diiron complex

Junji Sugiura, Taeko Kakizawa, Hisako Hashimoto, Hiromi Tobita, Hiroshi Ogino

Research output: Contribution to journal › Article › peer-review

18 Citations (Scopus)

Abstract

Thermal reaction of Cp₂Fe₂(CO)₄ with PRH₂ (R = Ph, Mes (mesityl)) in refluxing toluene afforded phosphide- and hydrido-bridged diiron complexes Cp₂Fe₂(CO) ₂(μ-H)(μ-PHR) (1a, R = Ph; 1b, R = Mes). Treatment of 1a with HOTf under a CO atmosphere produced the phosphide- and carbonyl-bridged cationic complex [Cp₂Fe₂(CO)₂(μ-CO)(μ-PHPh)](OTf) (2) via hydride abstraction as hydrogen and CO coordination. Complex 2 reacted with phenyl-acetylene and methyl acrylate at room temperature to give [Cp ₂Fe₂(CO)₂(μ-CO)(μ-(E)-PPh-(CH=CHPh))] (OTf) (3a) and [Cp₂Fe₂(CO)₂(μ-CO)(μ- P(CH₂CH₂CO₂Me)Ph)](OTf) (3b) in 78% and 65% yield, respectively, in the absence of any additive, as a result of hydrophosphination of the unsaturated carbon-carbon bond of the substrates with the P-H bond of 2.

Original language	English
Pages (from-to)	1099-1104
Number of pages	6
Journal	Organometallics
Volume	24
Issue number	6
DOIs	https://doi.org/10.1021/om049000o
Publication status	Published - 2005 Mar 14

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title = "Synthesis of μ-phosphide diiron complexes having a P-H bond: Hydrophosphination of phenylacetylene and methyl acrylate with the cationic μ-phosphide diiron complex",

abstract = "Thermal reaction of Cp2Fe2(CO)4 with PRH2 (R = Ph, Mes (mesityl)) in refluxing toluene afforded phosphide- and hydrido-bridged diiron complexes Cp2Fe2(CO) 2(μ-H)(μ-PHR) (1a, R = Ph; 1b, R = Mes). Treatment of 1a with HOTf under a CO atmosphere produced the phosphide- and carbonyl-bridged cationic complex [Cp2Fe2(CO)2(μ-CO)(μ-PHPh)](OTf) (2) via hydride abstraction as hydrogen and CO coordination. Complex 2 reacted with phenyl-acetylene and methyl acrylate at room temperature to give [Cp 2Fe2(CO)2(μ-CO)(μ-(E)-PPh-(CH=CHPh))] (OTf) (3a) and [Cp2Fe2(CO)2(μ-CO)(μ- P(CH2CH2CO2Me)Ph)](OTf) (3b) in 78% and 65% yield, respectively, in the absence of any additive, as a result of hydrophosphination of the unsaturated carbon-carbon bond of the substrates with the P-H bond of 2.",

author = "Junji Sugiura and Taeko Kakizawa and Hisako Hashimoto and Hiromi Tobita and Hiroshi Ogino",

year = "2005",

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T1 - Synthesis of μ-phosphide diiron complexes having a P-H bond

T2 - Hydrophosphination of phenylacetylene and methyl acrylate with the cationic μ-phosphide diiron complex

AU - Sugiura, Junji

AU - Kakizawa, Taeko

AU - Hashimoto, Hisako

AU - Tobita, Hiromi

AU - Ogino, Hiroshi

PY - 2005/3/14

Y1 - 2005/3/14

N2 - Thermal reaction of Cp2Fe2(CO)4 with PRH2 (R = Ph, Mes (mesityl)) in refluxing toluene afforded phosphide- and hydrido-bridged diiron complexes Cp2Fe2(CO) 2(μ-H)(μ-PHR) (1a, R = Ph; 1b, R = Mes). Treatment of 1a with HOTf under a CO atmosphere produced the phosphide- and carbonyl-bridged cationic complex [Cp2Fe2(CO)2(μ-CO)(μ-PHPh)](OTf) (2) via hydride abstraction as hydrogen and CO coordination. Complex 2 reacted with phenyl-acetylene and methyl acrylate at room temperature to give [Cp 2Fe2(CO)2(μ-CO)(μ-(E)-PPh-(CH=CHPh))] (OTf) (3a) and [Cp2Fe2(CO)2(μ-CO)(μ- P(CH2CH2CO2Me)Ph)](OTf) (3b) in 78% and 65% yield, respectively, in the absence of any additive, as a result of hydrophosphination of the unsaturated carbon-carbon bond of the substrates with the P-H bond of 2.

AB - Thermal reaction of Cp2Fe2(CO)4 with PRH2 (R = Ph, Mes (mesityl)) in refluxing toluene afforded phosphide- and hydrido-bridged diiron complexes Cp2Fe2(CO) 2(μ-H)(μ-PHR) (1a, R = Ph; 1b, R = Mes). Treatment of 1a with HOTf under a CO atmosphere produced the phosphide- and carbonyl-bridged cationic complex [Cp2Fe2(CO)2(μ-CO)(μ-PHPh)](OTf) (2) via hydride abstraction as hydrogen and CO coordination. Complex 2 reacted with phenyl-acetylene and methyl acrylate at room temperature to give [Cp 2Fe2(CO)2(μ-CO)(μ-(E)-PPh-(CH=CHPh))] (OTf) (3a) and [Cp2Fe2(CO)2(μ-CO)(μ- P(CH2CH2CO2Me)Ph)](OTf) (3b) in 78% and 65% yield, respectively, in the absence of any additive, as a result of hydrophosphination of the unsaturated carbon-carbon bond of the substrates with the P-H bond of 2.

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Synthesis of μ-phosphide diiron complexes having a P-H bond: Hydrophosphination of phenylacetylene and methyl acrylate with the cationic μ-phosphide diiron complex

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