Functionalization of Planar Chiral Fused Arene Ruthenium Complexes: Synthesis, X-ray Structures, and Spectroscopic Characterization of Monodentate Triarylphosphines

Buchgraber, Philipp; Mercier, Audrey; Yeo, Wee Chuan; Besnard, Céline; Kündig, E. Peter

doi:10.1021/om200897k

Cited by 24 publications

(29 citation statements)

References 89 publications

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“…Subsequent to the determination of the calculated electronic parameter (CEP) for the hypothetical cationic complex [( 1 )Ni(CO) 3 ] + , the TEP was estimated by the utilization of the scaling factor (0.968) reported by Duncan et al for transition-metal carbonyl complexes . The same was done for the previously reported, related phosphines A , B and Ca–Cc and the corresponding, spectroscopically characterized tricarbonylnickel(0) complexes (Scheme and Table , entries 1–5)), to evaluate the method. , …”

Section: Resultssupporting

confidence: 78%

Electronic Properties of a Cationic Triphenylphosphine Ligand Decorated with a (η⁵-C₅H₅)Fe Group in Late-Transition-Metal Complexes

et al. 2020

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The synthesis and characterization of a series of novel cationic multimetallic transition-metal complexes based on the cationic phosphine ligand (η6-diphenylphosphinobenzene)(η5-cyclopentadienyl)iron(II) hexafluorophosphate (1) are reported. Complexes of ligand 1 with the late transition metals ruthenium, osmium, rhodium, and iridium as well as palladium and platinum were isolated in generally good yields, and the solid-state structures of most of them were determined. On the basis of the 195Pt–31P NMR coupling constant measured for trans-(1)2PtCl2 and the carbonyl absorption band in the IR spectrum of trans-(1)2Rh(CO)Cl, the electronic influence of the ligand on the metal center was evaluated. These measurements are supported by density functional theory (DFT) calculations, performed on the corresponding tricarbonylnickel(0) complex in order to determine the Tolman electronic parameter (TEP) of ligand 1.

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Section: Resultssupporting

confidence: 78%

Electronic Properties of a Cationic Triphenylphosphine Ligand Decorated with a (η⁵-C₅H₅)Fe Group in Late-Transition-Metal Complexes

et al. 2020

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“…This methodology or in a slightly modified form has been used by several authors for the phosphination of a large variety of compounds [ 180 – 188 ]. Microwave-assisted procedures have also been developed [ 189 – 191 ].…”

Section: Reviewmentioning

confidence: 99%

Preparation of phosphines through C–P bond formation

Wauters¹,

Debrouwer²,

Stevens³

2014

Beilstein J. Org. Chem.

175

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“…21 Tricarbonyl(phosphine)nickel(0) complexes 2a−d, Ni-(CO) 3 (phosphine), were prepared starting with Ni(cod) 2 and 1a−d using the procedure of Kundig (Scheme 2). 22 The complexes were obtained as dichloromethane solutions and directly used for the IR measurements without isolation.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

Estimating Effective Steric and Electronic Impacts of a Ferrocenyl Group in Organophosphines

Ichiryu

Nakajima

et al. 2021

ACS Omega

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A series of monodentate ferrocenylphosphines, Fc 3 P (1a), Fc 2 PhP (1b), and Fc 2 ArP (1c; Fc = ferrocenyl, Ar = 3,4-methylenedioxyphenyl), were prepared, and their electronic and steric properties were quantitatively determined. By the IR measurements of their respective Ni(CO) 3 (phosphine) complexes, the electronic properties of the ferrocenyl group in organophosphines were estimated to be similar to those of primary alkyl groups. The ferrocenyl group is a better electron donor than a methyl group and a poorer donor than an ethyl group. The gold(I) chloride complexes of 1a−c were prepared and their X-ray crystal structures were determined. The %V bur parameters for 1a−c were calculated using the X-ray structural data, and their ″Tolman cone angles″ were estimated. The steric influence of the ferrocenyl group in organophosphines was clarified to be larger than those of cyclohexyl, tert-butyl, and o-tolyl groups and is comparable to that of a mesityl group.

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Functionalization of Planar Chiral Fused Arene Ruthenium Complexes: Synthesis, X-ray Structures, and Spectroscopic Characterization of Monodentate Triarylphosphines

Cited by 24 publications

References 89 publications

Electronic Properties of a Cationic Triphenylphosphine Ligand Decorated with a (η⁵-C₅H₅)Fe Group in Late-Transition-Metal Complexes

Electronic Properties of a Cationic Triphenylphosphine Ligand Decorated with a (η⁵-C₅H₅)Fe Group in Late-Transition-Metal Complexes

Preparation of phosphines through C–P bond formation

Estimating Effective Steric and Electronic Impacts of a Ferrocenyl Group in Organophosphines

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Functionalization of Planar Chiral Fused Arene Ruthenium Complexes: Synthesis, X-ray Structures, and Spectroscopic Characterization of Monodentate Triarylphosphines

Cited by 24 publications

References 89 publications

Electronic Properties of a Cationic Triphenylphosphine Ligand Decorated with a (η5-C5H5)Fe Group in Late-Transition-Metal Complexes

Electronic Properties of a Cationic Triphenylphosphine Ligand Decorated with a (η5-C5H5)Fe Group in Late-Transition-Metal Complexes

Preparation of phosphines through C–P bond formation

Estimating Effective Steric and Electronic Impacts of a Ferrocenyl Group in Organophosphines

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Product

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Electronic Properties of a Cationic Triphenylphosphine Ligand Decorated with a (η⁵-C₅H₅)Fe Group in Late-Transition-Metal Complexes

Electronic Properties of a Cationic Triphenylphosphine Ligand Decorated with a (η⁵-C₅H₅)Fe Group in Late-Transition-Metal Complexes