1,2-Methyl shift between platinum and the coordinated aryl group in the reaction of methyl iodide with 2,6-bis[(dimethylamino)methyl]phenyl-N,N',C complexes of platinum(II). X-ray crystal structure of the arenonium-platinum compound [Pt(o-tolyl)(MeC6H3(CH2NMe2)2-o,o')]I

Koten, Gerard van; Terheijden, J.; Vinke, I.C.; Spek, A.L.

doi:10.1021/ja00296a010

Cited by 84 publications

(56 citation statements)

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“…Importantly, in the closely related NCN system such a 1,2methyl shift is a plausible mechanistic step, as shown in the work of van Koten et al [49] A Pt-NCN arenium complex was demonstrated to promote reversible CÀC bond formation and activation (Scheme 20). C À C bond activation in this system appears to be driven by aromatization (see Section 4.2) 4.6.1.6.…”

Section: Càc Versus Càh Activation By Ptmentioning

confidence: 87%

Metal Insertion into C−C Bonds in Solution

Rybtchinski

Milstein

1999

Angew. Chem. Int. Ed.

785

349

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What kind of ligated metal center is necessary for insertion into the "hidden" C-C bond? How can one tune the metal center for C-C bond activation by variation of the steric and electronic properties of ligands? What are the possible mechanisms of C-C bond activation in various reaction systems? A systematic look at the available data on C-C bond activation in solution provides some answers to these questions.

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Section: Càc Versus Càh Activation By Ptmentioning

confidence: 87%

Metal Insertion into C−C Bonds in Solution

Rybtchinski

Milstein

1999

Angew. Chem. Int. Ed.

785

349

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“…Peters and co-workers isolated [Pt(OTf)(NNN)] species, though NMR data were collected in acetonitrile- d 3 solution, in which the solvento adduct S12 is favored [50]. Extensive work carried out by van Koten and co-workers [85–86] concerned NCN aquo compounds such as S13 . Unsaturated complexes bearing NCP ligands were characterized by Milstein and co-workers, including water ( S14a ) [51] and acetone ( S14b ) [87] solvent molecules.…”

Section: Reviewmentioning

confidence: 99%

True and masked three-coordinate T-shaped platinum(II) intermediates

Ortuño¹,

Conejero²,

Lledós³

2013

Beilstein J. Org. Chem.

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SummaryAlthough four-coordinate square-planar geometries, with a formally 16-electron counting, are absolutely dominant in isolated Pt(II) complexes, three-coordinate, 14-electron Pt(II) complexes are believed to be key intermediates in a number of platinum-mediated organometallic transformations. Although very few authenticated three-coordinate Pt(II) complexes have been characterized, a much larger number of complexes can be described as operationally three-coordinate in a kinetic sense. In these compounds, which we have called masked T-shaped complexes, the fourth position is occupied by a very weak ligand (agostic bond, solvent molecule or counteranion), which can be easily displaced. This review summarizes the structural features of the true and masked T-shaped Pt(II) complexes reported so far and describes synthetic strategies employed for their formation. Moreover, recent experimental and theoretical reports are analyzed, which suggest the involvement of such intermediates in reaction mechanisms, particularly C–H bond-activation processes.

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“…Further work showed this to be an organometallic "Wheland intermediate" containing an arenium cation (Fig. 9) [12]. It was also shown that the formation of this arenium ion involves the initial formation of a Me-Pt(IV) cation that undergoes a subsequent 1,2-methyl shift which forms compound 20 [12].…”

Section: Amine Containing Aryl Pincers Of the "Ncn" Typementioning

confidence: 93%

“…9) [12]. It was also shown that the formation of this arenium ion involves the initial formation of a Me-Pt(IV) cation that undergoes a subsequent 1,2-methyl shift which forms compound 20 [12]. Later studies revealed that the resulting C-C bond forming process is reversible.…”

Section: Amine Containing Aryl Pincers Of the "Ncn" Typementioning

confidence: 99%

Modern Organometallic Multidentate Ligand Design Strategies: The Birth of the Privileged “Pincer” Ligand Platform

Chase

Gossage

Koten

2015

The Privileged Pincer-Metal Platform: Coordination Chemistry &Amp; Applications

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The seemingly simple tridentate ligand design, one that is now known as the "pincer," has gained increasing importance in metal-ligand chemistry and in other applications as diverse as organic synthesis, catalysis, and materials science. This chapter describes the historical context in which the pincer ligand platform developed and sketches how Shaw's research played a crucial early role. The original chemistry, emerging in the late 1970s and early 1980s, is presented which details the synthesis and properties of the first examples of pincer-based organometallic complexes along with a selection of related species. Finally, a connection is made from this early start to the excellent and striving studies that currently are ongoing in pincer chemistry and its applications thereof.

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1,2-Methyl shift between platinum and the coordinated aryl group in the reaction of methyl iodide with 2,6-bis[(dimethylamino)methyl]phenyl-N,N',C complexes of platinum(II). X-ray crystal structure of the arenonium-platinum compound [Pt(o-tolyl)(MeC6H3(CH2NMe2)2-o,o')]I

Cited by 84 publications

References 0 publications

Metal Insertion into C−C Bonds in Solution

Metal Insertion into C−C Bonds in Solution

True and masked three-coordinate T-shaped platinum(II) intermediates

Modern Organometallic Multidentate Ligand Design Strategies: The Birth of the Privileged “Pincer” Ligand Platform

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