CaltechAUTHORS
Published July 26, 2010 | Version Supplemental Material + Accepted Version
Journal Article Open

Gold-Catalyzed Intramolecular Aminoarylation of Alkenes: C-C Bond Formation through Bimolecular Reductive Elimination

Creators

  • 1. ROR icon University of California, Berkeley
  • 2. ROR icon California Institute of Technology

Abstract

Gold-ilocks and the 3 mol % catalyst: Bimetallic gold bromides allow the room temperature aminoarylation of unactivated terminal olefins with aryl boronic acids using Selectfluor as an oxidant. A catalytic cycle involving gold(I)/gold(III) and a bimolecular reductive elimination for the key CC bond-forming step is proposed. dppm= bis(diphenylphosphanyl)methane.

Additional Information

© 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. Received: May 6, 2010. Published online: July 2, 2010. F.D.T. gratefully acknowledges NIHGMS (R01 GM073932-04S1), Novartis, and Amgen for funding and Johnson Matthey for a generous donation of AuCl3. The MSC computational facilities were funded by grants from ARO-DURIP and ONR-DURIP.

Attached Files

Accepted Version - nihms-226820.pdf

Supplemental Material - anie_201002739_sm_miscellaneous_information.pdf

Files

anie_201002739_sm_miscellaneous_information.pdf

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Additional details

Identifiers

PMCID
PMC3433283
Eprint ID
19719
DOI
10.1002/anie.201002739
Resolver ID
CaltechAUTHORS:20100830-142224179

Related works

Describes
10.1002/anie.201002739 (DOI)

Funding

NIH
R01 GM073932-04S1
Novartis
Amgen
Army Research Office (ARO)
Office of Naval Research (ONR)

Dates

Created
2010-09-15
Created from EPrint's datestamp field
Updated
2021-11-08
Created from EPrint's last_modified field