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Recoverable Homogeneous Palladium(0) Catalyst for Cross‐Coupling Reactions of Arenediazonium Salts with Potassium Organotrifluoroborates: Detection of Catalytic Intermediates by Electrospray Ionization Mass Spectrometry
Author(s) -
Masllorens Judit,
González Iván,
Roglans Anna
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200600600
Subject(s) - chemistry , electrospray ionization , catalysis , palladium , mass spectrometry , coupling reaction , potassium , sulfonyl , electrospray , organic chemistry , chromatography , alkyl
Fifteen‐membered triolefinic macrocyclic palladium(0) complex 1 , ( E,E,E )‐1‐ferrocenylsulfonyl‐6,11‐bis[(4‐methylphenyl)sulfonyl]‐1,6,11‐triazacyclopentadeca‐3,8,13‐trienepalladium(0), is an active and recoverable catalyst for Suzuki–Miyaura cross‐couplings between arenediazonium salts and potassium organotrifluoroborates. The reactions were performed under aerobic conditions at room temperature and without added base. Use of electrospray ionization mass spectrometry (ESI‐MS) allowed the direct detection and identification of several intermediates, which furthers the study of the mechanistic aspects of the Suzuki–Miyaura reaction. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)