Unknown

Dataset Information

0

Promoting C-C Bond Coupling of Benzyne and Methyl Ligands in Electron-Deficient (triphos)Pt-CH3(+) Complexes.


ABSTRACT: In situ generated benzyne reacts at room temperature with (triphos)Pt-CH3(+) to form a five-coordinate ?-complex (2) that is isolable and stable in solution. Thermolysis of 2 at 60 °C generates (triphos)Pt(o-tolyl)(+) (3), which is the product of formal migratory insertion of CH3(-) onto the coordinated benzyne. The reaction of 2 with the acid Ph2NH2(+) yields toluene at room temperature over the course of 8 h, while the same reaction with 3 only proceeds to 40% conversion over 2 days. These data indicate that the protonolysis of 2 does not proceed by CH3 migration onto benzyne to form 3 followed by protodemetalation. Instead, the data suggest either that protonation of 2 is first and is followed by H migration to yield a Pt(IV)Ph(Me) dication or that this latter species is generated by direct protonolysis of coordinated benzyne prior to reductive elimination of toluene.

SUBMITTER: Aseman MD 

PROVIDER: S-EPMC4480611 | BioStudies | 2015-01-01T00:00:00Z

REPOSITORIES: biostudies

Similar Datasets

1000-01-01 | S-EPMC6085670 | BioStudies
2009-01-01 | S-EPMC2662608 | BioStudies
2019-01-01 | S-EPMC6742951 | BioStudies
1000-01-01 | S-EPMC4819888 | BioStudies
1000-01-01 | S-EPMC2870982 | BioStudies
2019-01-01 | S-EPMC6461022 | BioStudies
2011-01-01 | S-EPMC3159157 | BioStudies
2020-01-01 | S-EPMC7428002 | BioStudies
1000-01-01 | S-EPMC3449214 | BioStudies
2019-01-01 | S-EPMC6837175 | BioStudies