Welcome to the new version of CaltechAUTHORS. Login is currently restricted to library staff. If you notice any issues, please email coda@library.caltech.edu
Published September 28, 2009 | Supplemental Material
Journal Article Open

Activation of a C−H Bond in Indene by [(COD)Rh(μ_2-OH)]_2


The air- and water-tolerant hydroxy-bridged rhodium dimer [(COD)Rh(μ_2-OH)]_2 cleanly activates the aliphatic C−H bond in indene to generate [(COD)Rh(η^3-indenyl)]. The mechanism involves direct coordination of indene to the dimer followed by rate-determining C−H bond cleavage, in contrast to the previously reported analogous reactions of [(diimine)M(μ_2-OH)]_2^(2+) (M = Pd, Pt), for which the dimer must be cleaved before rate-determining displacement of solvent by indene. Another difference is observed in the reactions with indene in the presence of acid: the Rh system generates a stable η^6-indene 18-electron cation, [(COD)Rh(η^6-indene)]+, that is not available for Pd and Pt, which instead form the η^3-indenyl C−H activation products. The crystal structure of [(COD)Rh(η^6-indene)] is reported.

Additional Information

Copyright © 2009 American Chemical Society. Received May 26, 2009. Publication Date (Web): August 24, 2009. This paper is dedicated to Professor Jennifer C Green on the occasion of her retirement. This work was supported by BP through the MC^2 program. We thank the Tuesday evening section of the spring 2009 Caltech class Ch/ChE 091 (Scientific Writing) for helpful suggestions concerning the paper. Supporting Information: Text and figures giving further information on the kinetics analyses and a CIF file giving crystal data for the structure of 3. This material is available free of charge via the Internet at http://pubs.acs.org.

Attached Files

Supplemental Material - om9004498_si_001.pdf

Supplemental Material - om9004498_si_002.cif


Files (145.2 kB)
Name Size Download all
130.1 kB Preview Download
15.1 kB Download

Additional details

August 19, 2023
October 19, 2023