Issue 1, 2015
From the journal:

Chemical Science

Ligand design for Rh(iii)-catalyzed C–H activation: an unsymmetrical cyclopentadienyl group enables a regioselective synthesis of dihydroisoquinolones†

Todd K. Hyster,a   Derek M. Daltona  and  Tomislav Rovis*a  

* Corresponding authors

a Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA
E-mail: rovis@lamar.colostate.edu

Abstract

We report the regioselective synthesis of dihydroisoquinolones from aliphatic alkenes and O-pivaloyl benzhydroxamic acids mediated by a Rh(III) precatalyst bearing sterically bulky substituents. While the prototypical Cp* ligand provides product with low selectivity, sterically bulky Cpt affords product with excellent regioselectivity for a range of benzhydroxamic acids and alkenes. Crystallographic evidence offers insight as to the source of the increased regioselectivity.

Graphical abstract: Ligand design for Rh(iii)-catalyzed C–H activation: an unsymmetrical cyclopentadienyl group enables a regioselective synthesis of dihydroisoquinolones

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Article information

DOI
https://doi.org/10.1039/C4SC02590C
Article type
Edge Article
Submitted
25 Aug 2014
Accepted
22 Sep 2014
First published
01 Oct 2014
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2015,6, 254-258

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Ligand design for Rh(III)-catalyzed C–H activation: an unsymmetrical cyclopentadienyl group enables a regioselective synthesis of dihydroisoquinolones

T. K. Hyster, D. M. Dalton and T. Rovis, Chem. Sci., 2015, 6, 254 DOI: 10.1039/C4SC02590C

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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