Synthesis, crystal structures, and catalytic activities of palladium imidazole complexes formed by 2-hydroxyethyl group cleavage

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• 作者：Chen Xu (1) xubohan@163.com
  Zhen Li (2)
  Lu-Meng Duan (2)
  Zhi-Qiang Wang (1)
  Wei-Jun Fu (1)
  Xin-Qi Hao (2)
  Mao-Ping Song (2)
• 刊名：Transition Metal Chemistry
• 出版年：2012
• 出版时间：May 2012
• 年：2012
• 卷：37
• 期：4
• 页码：373-378
• 全文大小：344.9 KB
• 参考文献：1. Miyaura N, Suzuki A (1995) Chem Rev 95:2457
  2. Suzuki A (2002) J Organomet Chem 653:83
  3. Phan NTS, Sluys MVD, Jones CW (2006) Adv Synth Catal 348:609
  4. Herrmann WA (2002) Angew Chem Int Ed 41:1290
  5. Ender D, Niemeier O, Henseler A (2007) Chem Rev 107:5606
  6. Nolan SP (ed) (2006) N-Heterocyclic carbenes in synthesis. Wiley-VCH, Weinheim
  7. Kantchev EAB, O’Brien CJ, Organ MG (2007) Angew Chem Int Ed 46:2768
  8. Fortman GC, Nolan SP (2011) Chem Soc Rev 40:5151
  9. Benhamou L, Chardon E, Lavigne G, Bellemin-Laponnaz S, C茅sar V (2011) Chem Rev 111:2705
  10. Crudden CM, Allen DP (2004) Coord Chem Rev 248:2247
  11. Schuster O, Yang LR, Raubenheimer HG, Albrecht M (2009) Chem Rev 109:3445
  12. Xu C, Zhang YP, Wang ZQ, Fu WJ, Hao XQ, Xu Y, Ji BM (2010) Chem Commun 6852
  13. Xu C, Wang ZQ, Zhang YP, Dong XM, Hao XQ, Fu WJ, Ji BM, Song MP (2011) Eur J Inorg Chem 4878
  14. Xu C, Lu YX, Lou XH, Wang ZQ, Fu WJ, Ji BM (2011) Transition Met Chem 36:637
  15. Xu C, Hao XQ, Li Z, Dong XM, Duan LM, Wang ZQ, Ji BM, Song MP (2012) Inorg Chem Commun. doi:10.1016/j.inoche.2011.12.009
  16. Branco LC, Rosa JN, Ramos JJM, Afonso CAM (2002) Chem Eur J 8:3671
  17. Xu C, Wang ZQ, Fu WJ, Lou XH, Li YF, Cen FF, Ma HJ, Ji BM (2009) Organometallics 28:1909
  18. Szulmanowicz MS, Zawartka W, Gniewek A, Trzeciak AM (2010) Inorg Chim Acta 363:4346
  19. Sheldrick GM (2008) Acta Crystallogr A 64:112
  20. Batey RA, Shen M, Lough AJ (2002) Org Lett 4:1411
  21. Caddick S, Cloke FGN, Hitchcock PB, Lewis AKK (2004) Angew Chem Int Ed 43:5824
  22. Wang ZG, Sun HM, Yao HS, Shen Q, Zhang Y (2006) Organometallics 25:4436
  23. Liu LJ, Wang F, Shi M (2009) Eur J Inorg Chem 1723
  24. Sabiah S, Lee CS, Hwang WS, Lin IJB (2010) Organometallics 29:290
  25. Kurdziel K, Olejniczak S, Okruszek A, Glowiak T, Kruszyński Materazzi S, Potrzebowski MJ (2006) J Organomet Chem 619:869
  26. Xi CJ, Wu YW, Yan XY (2008) J Organomet Chem 693:3842
  27. Mathews CJ, Smith PJ, Welton T (2003) J Mol Catal A: Chem 206:77
  28. Mathews CJ, Smith PJ, Welton T (2004) J Mol Catal A: Chem 214:27
  29. Kawamura K, Haneda S, Gan Z, Eda K, Hayashi M (2008) Organometallics 27:3748
  30. Kudo N, Perseghini M, Fu GC (2006) Angew Chem Int Ed 45:1282
  31. Billingsley KL, Anderson KW, Buchwald SL (2006) Angew Chem Int Ed 45:3484
  32. Billingsley KL, Buchwald SL (2007) J Am Chem Soc 129:3358
• 作者单位：1. College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang, 471022 Henan, China2. Department of Chemistry, Zhengzhou University, Zhengzhou, 450052 Henan, China
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Catalysis
  Physical Chemistry
  Inorganic Chemistry
  
• 出版者：Springer Netherlands
• ISSN：1572-901X

文摘

N-4,6-dimethyl-2-pyrimidinylimidazole 1 and its hydroxyethyl derivative 1-(2-hydroxyethyl)-3-(4,6-dimethyl-2-pyrimidinyl)imidazolium chloride 2 have been synthesized and characterized. The attempted synthesis of bis(N-heterocyclic carbene)palladium complexes via the direct reaction of 2 with Pd(OAc)₂ results in the unexpected formation of a bis(N-arylimidazole) palladium complex 3. Additionally, the analogous bis(N-methylimidazole) palladium complex 4 has also been synthesized by the above method. Compounds 1–4 were characterized by elemental analysis, IR, and 1H NMR. Additionally, their crystal structures have been determined by X-ray diffraction. Complexes 3 and 4 were found to be efficient catalysts for the Suzuki reaction.