Please use this identifier to cite or link to this item: https://doi.org/10.1039/b706968e
Title: Pd(ii) complexes of N,S-heterocyclic carbenes with pendant and coordinated allyl function and their Suzuki coupling activities
Authors: Yen, S.K. 
Koh, L.L. 
Huynh, H.V. 
Hor, T.S.A. 
Issue Date: 2007
Citation: Yen, S.K., Koh, L.L., Huynh, H.V., Hor, T.S.A. (2007). Pd(ii) complexes of N,S-heterocyclic carbenes with pendant and coordinated allyl function and their Suzuki coupling activities. Dalton Transactions (35) : 3952-3958. ScholarBank@NUS Repository. https://doi.org/10.1039/b706968e
Abstract: 3-(2-Propenyl)benzothiazolium bromide (A) provides a direct and simple entry to Pd(ii) complexes with N,S-heterocyclic carbene (NSHC) ligands functionalized with an allyl pendant with hemilabile potential. Addition of salt A to Pd(OAc)2 eliminates HOAc and affords the bis(carbene) complexes cis-[PdBr2(NHSC)2] (cis-1, NSHC = 3-(2-propenyl) benzothiazolin-2-ylidene) and trans-[PdBr2(NHSC)2] (trans-1) along with the monocarbene complexes [PdBr2(NSHC)] (2) and trans-[PdBr2(benzothiazole-κN)(NSHC)] (3) as minor side products. Salt-metathesis of cis-1 with AgO2CCF3 yields the mixed dicarboxylato-bis(carbene) complex cis-[Pd(O2CCF 3)2(NSHC)2] (4). Complexes cis-1, trans-1 and 4 were characterized by multinuclear NMR spectroscopies, ESI mass spectrometry and elemental analysis. The molecular structures of complexes cis-1, 2 and 3 have been determined by X-ray single crystal diffraction. Complexes cis-1 and 4 as well as an in situ mixture of Pd(OAc)2 and salt A are active toward Suzuki-Miyaura coupling of aryl bromides and activated aryl chlorides giving good conversions. © The Royal Society of Chemistry.
Source Title: Dalton Transactions
URI: http://scholarbank.nus.edu.sg/handle/10635/94487
ISSN: 14779226
DOI: 10.1039/b706968e
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