Publication: A New Method for High Yield Cyclopalladation of Primary and Secondary Amines. Atom-Efficient Open-to-Air Inexpensive Synthesis of Buchwald-Type Precatalysts
Authors
Vicente, José ; Saura-Llamas, Isabel ; Oliva-Madrid, María-José ; García-López, José-Antonio ; Bautista, Delia
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Vicente, José
Publisher
ACS
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DOI
https://doi.org/10.1021/om200464s
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info:eu-repo/semantics/article
Description
This document is made available under the CC-BY 4.0 license http://creativecommons.org/licenses/by /4.0/
This document is the Accepted Manuscript version of a Published Work that
appeared in final form in Organometallics copyright © American Chemical
Society, after peer review and technical editing by the publisher.
To access the
final edited and published work see https://doi.org/10.1021/om200464s
Abstract
A new method for high yield cyclopalladation of primary and secondary amines involving
the corresponding ammonium triflates, instead of the amines generally employed is reported. The
method is applied for the synthesis of Buchwald-type precatalysts [Pd(C,N-C6H4CH2CH(R’)NHR-
2)X(phosphine)] that can be easily prepared by reaction of Pd(OAc)2, one equiv of the ammonium triflate [PhCH2CH(R’)NH2R]OTf and an excess of NaX, and then treating the resulting complexes
[Pd2(C,N-C6H4CH2CH(R’)NHR-2)2(μ-X)2] with the appropriate phosphine. This new method has
several advantages over Buchwald´s reported synthesis.
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Citation
Organometallics, 2011, 30, 4624-4631
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