Literature DB >> 12236736

A warning on the use of radical traps as a test for radical mechanisms: they react with palladium hydrido complexes.

Ana C Albéniz1, Pablo Espinet, Raquel López-Fernández, Ayusman Sen.   

Abstract

Typical radical traps (galvinoxyl, TEMPO, DPPH) react with palladium hydrides, sometimes at rates competitive with those of palladium hydride catalyzed reactions that follow an insertion mechanism (for example, alkene isomerization). Thus, positive results for radical reaction tests can be misleading. The complexes with more polarizable (neutral complexes rather than cationic) and more accessible hydrides, and the less sterically protected radical traps, react faster.

Entities:  

Year:  2002        PMID: 12236736     DOI: 10.1021/ja0271126

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  11 in total

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3.  Mechanistic Studies of Pd(II)-Catalyzed E/Z Isomerization of Unactivated Alkenes: Evidence for a Monometallic Nucleopalladation Pathway.

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9.  Synthesis of a Novel Type of 2,3'-BIMs via Platinum-Catalysed Reaction of Indolylallenes with Indoles.

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10.  Dichotomous mechanistic behavior in Narasaka-Heck cyclizations: electron rich Pd-catalysts generate iminyl radicals.

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