106419-01-6

Basic information

• Product Name: ((CH₂C(CH₃))2CH)2Fe(P(CH₃)3)
• Synonyms: ((CH₂C(CH₃))2CH)2Fe(P(CH₃)3)
• CAS NO: 106419-01-6
• Molecular Weight: 322.254
• Mol File: 106419-01-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ((CH₂C(CH₃))2CH)2Fe(P(CH₃)3)(CAS DataBase Reference)
• NIST Chemistry Reference: ((CH₂C(CH₃))2CH)2Fe(P(CH₃)3)(106419-01-6)
• EPA Substance Registry System: ((CH₂C(CH₃))2CH)2Fe(P(CH₃)3)(106419-01-6)

Safety Data

• Hazardous Substances Data: 106419-01-6(Hazardous Substances Data)

Upstream product

• 74205-98-4 potassium 2,4-dimethylpentadienide-tetrahydrofuran 
• 594-09-2 trimethylphosphane 

Downstream Products

• 1000-86-8 2,4-Dimethyl-1,3-pentadiene 
• 106419-07-2 {HP(CH₃)3}⁽¹⁺⁾*CF₃SO₃^(1-) = {HP(CH₃)3}CF₃SO₃ 
• 106419-06-1 ((CH₂C(CH₃))2CH)Fe(P(CH₃)3)3⁽¹⁺⁾*O₃SCF₃^(1-)=((CH₂C(CH₃))2CH)Fe(P(CH₃)3)3O₃SCF₃ 

Relevant articles and documents

Pentadienyl-metal-phosphine chemistry. 9. The 2,4-dimethylpentadienyl-iron-trimethylphosphine reaction system

The reaction of FeCl2(PMe3)2 with potassium 2,4-dimethylpentadienide-tetrahydrofuran (K+2,4-Me2pd-) can be directed into three separate manifolds by varying the ratio of K+2,4-Me2pd- to iron. Use of a 2:1 K+2,4-Me2pd-:Fe ratio leads to the production of (η5-2,4-Me2pd)(η3-2,4-Me 2pd)Fe(PMe3) (1) while a 1:1 K+2,4-Me2pd-:Fe ratio yields (η4-isopropenyltrimethylenemethyl)Fe(PMe3)3 (2) via a reaction sequence involving activation of a C-H bond in a 2,4-Me2pd methyl group. When the ratio of K+2,4-Me2pd-:Fe is reduced to 1:2, (η5-2,4-Me2Pd)Fe(PMe3)3 +FeCl3(PMe3)- (3) is produced. Single-crystal X-ray diffraction studies of both 2 and 3 have been carried out. Compound 2 crystallizes in the monoclinic space group P21/c with a = 8.878 (1) A?, b = 14.737 (4) A?, c = 16.689 (3) A?, β = 102.25 (1)°, V = 2129.5 (8) A?3, and Z = 4. The complex assumes an approximate octahedral geometry with C1, C3, and C6 of the isopropenyltrimethylenemethyl ligand (iTMM) and the three phosphine phosphorus atoms occupying the six coordination sites. The iTMM ligand exhibits an umbrella shape with C2 bent out of the C1/C3/C6 plane. Compound 3 crystallizes in the monoclinic space group C2/c with a = 18.442 (5) A?, b = 18.433 (5) A?, c = 17.875 (5) A?, β = 91.87 (2)°, V = 6073 (3) A?3, and Z = 8. The coordination geometry of the cation is approximately octahedral with C1, C3, and C5 of the 2,4-Me2pd ligand and P1, P2, and P3 of the PMe3 ligands occupying the six coordination sites. The anion of 3, FeCl3(PMe3)-, adopts an ethane-like geometry with the three chloro ligands on iron and the three methyl groups on phosphorus arranged in a staggered orientation. The reaction of 1 with HO3SCF3 and 2 equiv of PMe3 in diethyl ether produces (η5-2,4-Me2Pd)Fe(PMe3)3 +O3SCF3- (4). In solution, the η5-2,4-Me2Pd ligand in 4 rotates with respect to the Fe(PMe3)3 fragment. Line-shape simulations of the variable-temperature 31P{1H} NMR spectra have enabled us to calculate a ΔG≠ of 11.5 ± 0.5 kcal for this process.