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Names | |
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IUPAC name
1,3-Bis[(diphenylphosphino)oxy]benzene
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Preferred IUPAC name
1,3-Phenylene bis(diphenylphosphinite) | |
Other names
Resorcinolbisphosphinite; 1,3-Bis(diphenylphosphinooxy)benzene
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Identifiers | |
3D model (
JSmol)
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ChemSpider | |
PubChem
CID
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UNII | |
CompTox Dashboard (
EPA)
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|
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Properties | |
C30H24O2P2 | |
Molar mass | 478.468 g·mol−1 |
Appearance | Yellow solid |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
POCOP is a type of pincer ligand. Pincer type ligands are tridentate ligands that bind three sites on one plane of a metal complex. POCOP forms complexes with one M-C( aryl) bond and two phosphinite ligands. [1] The term POCOP is used both for the ligand, with formula C6H4(OPPh2)2, and its complexes, with formula C6H3(OPPh2)2− (Ph = C6H5)
Interest in POCOP arises from its easy synthesis, which accommodates many substituents on phosphorus and results in higher yields than other PCP analogues. [2] The parent POCOP ligand is prepared by treating resorcinol with chlorodiphenylphosphine: [3]
Related ligands can be prepared from chlorodiisopropylphosphine.
Representative complexes are of the type Ni(POCOP)X (X = halide, alkyl, thiolate). The halides arise by direct reaction of the ligand and a nickel halide and offer a relatively cheap, nontoxic and readily available option of the ligand for various applications. [4] There can also be variable conformations of POCOP pertaining to the various R groups branching off of the donor atoms.
In most cases the MPOCOP center features a planar MC3O2P2 core. The rigid conformation and square planar geometry of the POCOP ligand allow for systematic changes over the steric and electronic environment at the metal center. [2] The geometry of metal compounds formed with POCOP ligands can be seen through the P-Ni-P (164.01 Å ) and C-Ni-Cl (178.31Å) bond angles found for (POCOP)NiCl. The bond angles of this compound are representative of angles found for several other pocop metal compounds. [4] Because of relatively small P-Ni-P bond angle the otherwise Ni complexes exhibit a slight tetrahedral distortion.
Pincer ligands participate in a variety of organic transformation, such as the hydrosilylation, and ethylene oligomerizations, and homocoupling of benzyl halides. [5] Ni PCP pincer complexes promote sulfur-carbon forming reactions. [2]
![]() | |
Names | |
---|---|
IUPAC name
1,3-Bis[(diphenylphosphino)oxy]benzene
| |
Preferred IUPAC name
1,3-Phenylene bis(diphenylphosphinite) | |
Other names
Resorcinolbisphosphinite; 1,3-Bis(diphenylphosphinooxy)benzene
| |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C30H24O2P2 | |
Molar mass | 478.468 g·mol−1 |
Appearance | Yellow solid |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
POCOP is a type of pincer ligand. Pincer type ligands are tridentate ligands that bind three sites on one plane of a metal complex. POCOP forms complexes with one M-C( aryl) bond and two phosphinite ligands. [1] The term POCOP is used both for the ligand, with formula C6H4(OPPh2)2, and its complexes, with formula C6H3(OPPh2)2− (Ph = C6H5)
Interest in POCOP arises from its easy synthesis, which accommodates many substituents on phosphorus and results in higher yields than other PCP analogues. [2] The parent POCOP ligand is prepared by treating resorcinol with chlorodiphenylphosphine: [3]
Related ligands can be prepared from chlorodiisopropylphosphine.
Representative complexes are of the type Ni(POCOP)X (X = halide, alkyl, thiolate). The halides arise by direct reaction of the ligand and a nickel halide and offer a relatively cheap, nontoxic and readily available option of the ligand for various applications. [4] There can also be variable conformations of POCOP pertaining to the various R groups branching off of the donor atoms.
In most cases the MPOCOP center features a planar MC3O2P2 core. The rigid conformation and square planar geometry of the POCOP ligand allow for systematic changes over the steric and electronic environment at the metal center. [2] The geometry of metal compounds formed with POCOP ligands can be seen through the P-Ni-P (164.01 Å ) and C-Ni-Cl (178.31Å) bond angles found for (POCOP)NiCl. The bond angles of this compound are representative of angles found for several other pocop metal compounds. [4] Because of relatively small P-Ni-P bond angle the otherwise Ni complexes exhibit a slight tetrahedral distortion.
Pincer ligands participate in a variety of organic transformation, such as the hydrosilylation, and ethylene oligomerizations, and homocoupling of benzyl halides. [5] Ni PCP pincer complexes promote sulfur-carbon forming reactions. [2]