A Caltech Library Service

Transition metal mediated carbon-​oxygen bond activation of aryl ethers bearing pendant phosphines

Edouard, Guy A. and Kelley, Paul and Herbert, David H. and Agapie, Theodor (2014) Transition metal mediated carbon-​oxygen bond activation of aryl ethers bearing pendant phosphines. In: 248th American Chemical Society National Meeting & Exposition, August 10-14, 2014, San Francisco, CA.

Full text is not posted in this repository. Consult Related URLs below.

Use this Persistent URL to link to this item:


Cleavage of aryl C-O bonds of lignin affords phenols and aroms. that might serve as useful precursors in chem. synthesis. C-O bond activation of aryl ethers allows for their use as cross coupling partners and removable protecting groups. An aryl Me ether bearing pendant phosphines was synthesized to investigate ether bond cleavage mediated by different transition metals. Three modes of bond activation were obsd. at group 9 and 10 transition metals: oxidative addn. across the aryl C-O bond, oxidative addn. across the alkyl C-O bond, and Lewis-acid mediated alkyl halide elimination. Metal oxidn. state as well as π-backbonding interactions between the central arene and the metal center were correlated to which mode(s) of C-O bond activation were obsd. These results and implications for the design of intermol. aryl C-O bond cleavage systems will be presented.

Item Type:Conference or Workshop Item (Paper)
Related URLs:
URLURL TypeDescription Website
Agapie, Theodor0000-0002-9692-7614
Additional Information:© 2014 American Chemical Society.
Record Number:CaltechAUTHORS:20140812-152526761
Persistent URL:
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:48446
Deposited By: Tony Diaz
Deposited On:12 Aug 2014 22:32
Last Modified:03 Oct 2019 07:03

Repository Staff Only: item control page