Please use this identifier to cite or link to this item: https://doi.org/10.1021/om2010029
Title: 1,2,3-triazolin-5-ylidenes: Synthesis of hetero-bis(carbene) Pd(II) complexes, determination of donor strengths, and catalysis
Authors: Yuan, D.
Huynh, H.V. 
Issue Date: 9-Jan-2012
Source: Yuan, D., Huynh, H.V. (2012-01-09). 1,2,3-triazolin-5-ylidenes: Synthesis of hetero-bis(carbene) Pd(II) complexes, determination of donor strengths, and catalysis. Organometallics 31 (1) : 405-412. ScholarBank@NUS Repository. https://doi.org/10.1021/om2010029
Abstract: A series of hetero-bis(carbene) complexes trans-[PdBr 2( iPr 2-bimy)(trz)] 1-4 ( iPr 2-bimy = 1,3-diisopropylbenzimidazolin-2-ylidene; trz = 1,2,3-triazolin-5-ylidene) bearing the constant iPr 2-bimy and varying mesoionic 1,2,3-triazolin-5-ylidenes with different N-substituents has been synthesized as complex probes. Their 13C NMR spectroscopic evaluation shows that mesoionic 1,2,3-triazolin-5-ylidenes are, in general, stronger donors than classical NHCs, while weaker than some nonclassical NHCs, such as pyrazolin-3-ylidenes and mesoionic imidazolin-4-ylidenes. More importantly and for the first time, this methodology proves useful in establishing substituent effects in the donating abilities of 1,2,3-triazolin-5-ylidenes on a finer level. In addition, the trifluoroacetato analogues [Pd(O 2CCF 3) 2( iPr 2-bimy)(trz)] 5-7 have been synthesized through salt metathesis of 1, 2, and 4 with AgO 2CCF 3. The catalytic activities of complexes 1, 2, and 4-7 were examined in the direct arylation of pentafluorobenzene. Complexes bearing less donating trz ligands perform better in this catalysis, and trifluoroacetato complexes outperformed their bromido analogues. © 2011 American Chemical Society.
Source Title: Organometallics
URI: http://scholarbank.nus.edu.sg/handle/10635/92895
ISSN: 02767333
DOI: 10.1021/om2010029
Appears in Collections:Staff Publications

Show full item record
Files in This Item:
There are no files associated with this item.

SCOPUSTM   
Citations

63
checked on Nov 16, 2017

WEB OF SCIENCETM
Citations

59
checked on Nov 16, 2017

Page view(s)

144
checked on Nov 17, 2017

Google ScholarTM

Check

Altmetric


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.