Highly efficient palladium precatalysts of homoscorpionate bispyrazolyl ligands for the more challenging Suzuki-Miyaura cross-coupling of aryl chlorides

Alex John, Mobin M. Shaikh, Ray J. Butcher, Prasenjit Ghosh

Research output: Contribution to journalArticlepeer-review

29 Scopus citations

Abstract

Highly efficient palladium precatalysts {[RN{-(CH2) n-pz3,5-Me2}2]PdCl2} m [m = n = 1; R = 2,6-Me2C6H3 (1), 2,4,6-Me3C6H2 (2), CH2Ph (3) and m = n = 2; R = CH2Ph (4)] of a series of homoscorpionate bispyrazolyl ligands for the Suzuki-Miyaura cross-coupling of the more challenging aryl chloride substrates are reported. In particular, the palladium 1-4 precatalysts carried out the Suzuki-Miyaura cross-coupling of a wide variety of aryl chloride substrates bearing electron withdrawing, electron donating and heteroaryl substituents. Remarkably enough, the molecular structure determination of the 1-4 precatalysts by X-ray diffraction studies revealed the presence of anagostic [C-H⋯Pd] type interactions in the mononuclear 1-3 complexes of methylene bridged bispyrazolyl ligands whereas the ethylene bridged analog 4 yielded an interesting dimeric 20-membered macrometallacyclic complex devoid of any such interaction.

Original languageEnglish (US)
Pages (from-to)7353-7363
Number of pages11
JournalDalton Transactions
Volume39
Issue number31
DOIs
StatePublished - Aug 21 2010

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