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Volumn , Issue 12, 2008, Pages 1805-1808

Synthesis of imidazolium-tagged ruthenium carbene complex: Remarkable activity and reusability in regard to olefin metathesis in ionic liquids

(4) Wakamatsu, Hideaki a Saito, Yuri a Masubuchi, Masami a Fujita, Reiko a

a TOHOKU PHARMACEUTICAL UNIVERSITY (Japan)

Author keywords

Carbene complexes; Catalysis; Ionic liquids; Metathesis; Ruthenium

Indexed keywords

ALKENE; CARBENOID; IMIDAZOLE DERIVATIVE; IONIC LIQUID; RUTHENIUM;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CYCLIZATION; RING CLOSING METATHESIS;

EID: 48349142574 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-2008-1077888 Document Type: Article

Times cited : (23)

References (45)

1
- 1442360753
- Grubbs, R. H, Ed, Wiley-VCH: Weinheim
- (a) Handbook of Metathesis, Vol. 1-3; Grubbs, R. H., Ed.; Wiley-VCH: Weinheim, 2003.
- (2003) Handbook of Metathesis , vol.1-3

2
- 0003464697
- For selected general review, see:, Fürstner, A, Ed, Springer: Berlin, Heidelberg
- (b) For selected general review, see: Topics in Organometallic Chemistry, Vol. 1; Fürstner, A., Ed.; Springer: Berlin, Heidelberg, 1998.
- (1998) Topics in Organometallic Chemistry , vol.1

3
- 0000755941
- (c) Schuster, M.; Blechert, S. Angew. Chem., Int. Ed. Engl. 1997, 36, 2037.
- (1997) Angew. Chem., Int. Ed. Engl , vol.36 , pp. 2037
- Schuster, M.¹ Blechert, S.²

4
- 0032580376
- (d) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413.
- (1998) Tetrahedron , vol.54 , pp. 4413
- Grubbs, R.H.¹ Chang, S.²

5
- 0001399412
- (e) Fürstner, A. Angew. Chem. Int. Ed. 2000, 39, 3012.
- (2000) Angew. Chem. Int. Ed , vol.39 , pp. 3012
- Fürstner, A.¹

6
- 22744448499
- (f)Nicolaou, K. C.; Bulger, P. G.; Sarlah, D. Angew. Chem. Int. Ed. 2005, 44, 4490.
- (2005) Angew. Chem. Int. Ed , vol.44 , pp. 4490
- Nicolaou, K.C.¹ Bulger, P.G.² Sarlah, D.³

7
- 36049015757
- (g) Hoveyda, A. H.; Zhugralin, A. R. Nature (London) 2007, 450, 243.
- (2007) Nature (London) , vol.450 , pp. 243
- Hoveyda, A.H.¹ Zhugralin, A.R.²

8
- 0001254536
- For reviews on cross metathesis, see: a
- For reviews on cross metathesis, see: (a) Gibson, S. E.; Keen, S. P. Top. Organomet. Chem. 1998, 1, 155.
- (1998) Top. Organomet. Chem , vol.1 , pp. 155
- Gibson, S.E.¹ Keen, S.P.²

9
- 0038215596
- (b) Connon, S. J.; Blechert, S. Angew. Chem. Int. Ed. 2003, 42, 1900.
- (2003) Angew. Chem. Int. Ed , vol.42 , pp. 1900
- Connon, S.J.¹ Blechert, S.²

10
- 1342290467
- (c) Vernall, A. J.; Abell, A. D. Aldrichimica Acta 2003, 36, 93.
- (2003) Aldrichimica Acta , vol.36 , pp. 93
- Vernall, A.J.¹ Abell, A.D.²

11
- 0000449988
- For reviews on enyne metathesis, see: a
- For reviews on enyne metathesis, see: (a) Mori, M. Top. Organomet. Chem. 1998, 1, 133.
- (1998) Top. Organomet. Chem , vol.1 , pp. 133
- Mori, M.¹

12
- 0037244612
- (b) Poulsen, C. S.; Madsen, R. Synthesis 2003, 1.
- (2003) Synthesis , pp. 1
- Poulsen, C.S.¹ Madsen, R.²

13
- 1842483218
- (c) Diver, S. T.; Giessert, A. J. Chem. Rev. 2004, 104, 1317.
- (2004) Chem. Rev , vol.104 , pp. 1317
- Diver, S.T.¹ Giessert, A.J.²

14
- 1542328834
- (d) Mori, M. J. Mol. Catal. A: Chem. 2004, 213, 73.
- (2004) J. Mol. Catal. A: Chem , vol.213 , pp. 73
- Mori, M.¹

15
- 33846665005
- (e) Mori, M. Adv. Synth. Catal. 2007, 349, 121.
- (2007) Adv. Synth. Catal , vol.349 , pp. 121
- Mori, M.¹

16
- 0004145285
- Wasserschid, P, Welton, T, Eds, Wiley-VCH: Weinheim
- (a) Ionic Liquids in Synthesis; Wasserschid, P.; Welton, T., Eds.; Wiley-VCH: Weinheim, 2003.
- (2003) Ionic Liquids in Synthesis

17
- 0347417134
- (b) Welton, T. Chem. Rev. 1999, 99, 2071.
- (1999) Chem. Rev , vol.99 , pp. 2071
- Welton, T.¹

18
- 0000034575
- (c) Wasserschid, P.; Keim, W. Angew. Chem. Int. Ed. 2000, 39, 3772.
- (2000) Angew. Chem. Int. Ed , vol.39 , pp. 3772
- Wasserschid, P.¹ Keim, W.²

19
- 0035824303
- (d) Sheldon, R. Chem. Commun. 2001, 2399.
- (2001) Chem. Commun , pp. 2399
- Sheldon, R.¹

20
- 0036809725
- (e) Dupont, J.; de Souza, R. F.; Suarez, P. A. Z. Chem. Rev. 2002, 102, 3667.
- (2002) Z. Chem. Rev , vol.102 , pp. 3667
- Dupont, J.¹ de Souza, R.F.² Suarez, P.A.³

21
- 0036998098
- (f) Zhao, H.; Malhotra, S. V. Aldrichimica Acta 2002, 35, 75.
- (2002) Aldrichimica Acta , vol.35 , pp. 75
- Zhao, H.¹ Malhotra, S.V.²

22
- 34447098295
- (g) Pârvulescu, V. I.; Hardacre, C. Chem. Rev. 2007, 107, 2615.
- (2007) Chem. Rev , vol.107 , pp. 2615
- Pârvulescu, V.I.¹ Hardacre, C.²

23
- 1842725833
- Chauvin, Y.; Gilbert, B.; Guibard, I. J. Chem. Soc., Chem. Commun. 1990, 1715.
- (1990) J. Chem. Soc., Chem. Commun , pp. 1715
- Chauvin, Y.¹ Gilbert, B.² Guibard, I.³

24
- 0025590724
- Carlin, R. T.; Wilkes, J. S. J. Mol. Catal. 1990, 63, 125.
- (1990) J. Mol. Catal , vol.63 , pp. 125
- Carlin, R.T.¹ Wilkes, J.S.²

25
- 0043205316
- (a) Buijsman, R. C.; van Vuuren, E.; Sterrenburg, J. G. Org. Lett. 2001, 3, 3785.
- (2001) Org. Lett , vol.3 , pp. 3785
- Buijsman, R.C.¹ van Vuuren, E.² Sterrenburg, J.G.³

26
- 0037148138
- (b) Sémeril, D.; Olivier-Bourbigou, H.; Bruneau, C.; Dixneuf, P. H. Chem. Commun. 2002, 146.
- (2002) Chem. Commun , pp. 146
- Sémeril, D.¹ Olivier-Bourbigou, H.² Bruneau, C.³ Dixneuf, P.H.⁴

27
- 0036430377
- (c) Csihony, S.; Fischmeister, C.; Bruneau, C.; Horváth, I. T.; Dixneuf, P. H. New J. Chem. 2002, 26, 1667.
- (2002) New J. Chem , vol.26 , pp. 1667
- Csihony, S.¹ Fischmeister, C.² Bruneau, C.³ Horváth, I.T.⁴ Dixneuf, P.H.⁵

28
- 33645234681
- (d) Ding, X.; Lv, X.; Hui, B.; Chen, Z.; Xiao, M.; Guo, B.; Tang, W. Tetrahedron Lett. 2006, 47, 2921.
- (2006) Tetrahedron Lett , vol.47 , pp. 2921
- Ding, X.¹ Lv, X.² Hui, B.³ Chen, Z.⁴ Xiao, M.⁵ Guo, B.⁶ Tang, W.⁷

29
- 33745766452
- (e) Williams, D. B. G.; Ajam, M.; Ranwell, A. Organometallics 2006, 25, 3088.
- (2006) Organometallics , vol.25 , pp. 3088
- Williams, D.B.G.¹ Ajam, M.² Ranwell, A.³

30
- 35549010088
- (f) Han, S.-H.; Hirakawa, T.; Fukuba, T.; Hayase, S.; Kawatsura, M.; Itoh, T. Tetrahedron: Asymmetry 2007, 18, 2484.
- (2007) Tetrahedron: Asymmetry , vol.18 , pp. 2484
- Han, S.-H.¹ Hirakawa, T.² Fukuba, T.³ Hayase, S.⁴ Kawatsura, M.⁵ Itoh, T.⁶

31
- 0042709622
- (a) Audic, N.; Clavier, H.; Mauduit, M.; Guillemin, J.-C. J. Am. Chem. Soc. 2003, 125, 9248.
- (2003) J. Am. Chem. Soc , vol.125 , pp. 9248
- Audic, N.¹ Clavier, H.² Mauduit, M.³ Guillemin, J.-C.⁴

32
- 0043031400
- (b) Yao, Q.; Zhang, Y. Angew. Chem. Int. Ed. 2003, 42, 3395.
- (2003) Angew. Chem. Int. Ed , vol.42 , pp. 3395
- Yao, Q.¹ Zhang, Y.²

33
- 9144226393
- (c) Clavier, H.; Audic, N.; Mauduit, M.; Guillemin, J.-C. Chem. Commun. 2004, 2282.
- (2004) Chem. Commun , pp. 2282
- Clavier, H.¹ Audic, N.² Mauduit, M.³ Guillemin, J.-C.⁴

34
- 33947603439
- (d) Thurier, C.; Fischmeister, C.; Bruneau, C.; Olivier-Bourbigou, H.; Dixneuf, P. H. J. Mol. Catal. A: Chem. 2007, 268, 127.
- (2007) J. Mol. Catal. A: Chem , vol.268 , pp. 127
- Thurier, C.¹ Fischmeister, C.² Bruneau, C.³ Olivier-Bourbigou, H.⁴ Dixneuf, P.H.⁵

35
- 34548621088
- (e) Rix, D.; Caïjo, F.; Laurent, I.; Gulajski, L.; Grela, K.; Mauduit, M. Chem. Commun. 2007, 3771.
- (2007) Chem. Commun , pp. 3771
- Rix, D.¹ Caïjo, F.² Laurent, I.³ Gulajski, L.⁴ Grela, K.⁵ Mauduit, M.⁶

36
- 0036495319
- (a) Wakamatsu, H.; Blechert, S. Angew. Chem. Int. Ed. 2002, 41, 794.
- (2002) Angew. Chem. Int. Ed , vol.41 , pp. 794
- Wakamatsu, H.¹ Blechert, S.²

37
- 0037007937
- (b) Wakamatsu, H.; Blechert, S. Angew. Chem. Int. Ed. 2002, 41, 2403.
- (2002) Angew. Chem. Int. Ed , vol.41 , pp. 2403
- Wakamatsu, H.¹ Blechert, S.²

38
- 1642324167
- (c) Buschmann, N.; Wakamatsu, H.; Blechert, S. Synlett 2004, 667.
- (2004) Synlett , pp. 667
- Buschmann, N.¹ Wakamatsu, H.² Blechert, S.³

39
- 0016259144
- (a) Kemp, D. S.; Wang, S.-W.; Mollan, R. C.; Hsia, S.-L.; Confalone, P. N. Tetrahedron 1974, 30, 3677.
- (1974) Tetrahedron , vol.30 , pp. 3677
- Kemp, D.S.¹ Wang, S.-W.² Mollan, R.C.³ Hsia, S.-L.⁴ Confalone, P.N.⁵

40
- 0027470114
- (b) Nicolosi, G.; Piattelli, M.; Sanfilippo, C. Tetrahedron 1993, 49, 3143.
- (1993) Tetrahedron , vol.49 , pp. 3143
- Nicolosi, G.¹ Piattelli, M.² Sanfilippo, C.³

41
- 0033598258
- Scholl, M.; Ding, S.; Lee, C. W.; Grubbs, R. H. Org. Lett. 1999, 1, 953.
- (1999) Org. Lett , vol.1 , pp. 953
- Scholl, M.¹ Ding, S.² Lee, C.W.³ Grubbs, R.H.⁴

42
- 48349098491
- Procedure for the Synthesis of Catalyst 1b To a solution of 9 (184.9 mg, 0.22 mmol) and CuCl (21.6 mg, 0.22 mmol) in CH 2Cl2 (20 mL) was added 8b (120.3 mg, 0.26 mmol, The reaction mixture was stirred at reflux for 9 h under argon atmosphere. The volatiles were removed under reduce pressure. The residue was purified by column chromatography on SiO2 (CH2Cl2-acetone, 3:1) to afford 1b (137.2 mg, 68, 1H NMR (400 MHz, CD 2Cl2, δ, 1.14 (d, J, 6.3 Hz, 6 H, 1.66-1.74 (m, 2 H, 1.89-1.94 (m, 2 H, 2.20-2.65 (br, 18 H, 3.72 (s, 3 H, 4.06 (t, J, 5.7 Hz, 2 H, 4.08 (t, J, 6.9 Hz, 2 H, 4.16 (s, 4 H, 5.64 (sept, J, 6.3 Hz, 1 H, 6.56 (dd, J, 1.3, 7.5 Hz, 1 H, 6.87 (dd, J, 7.5, 8.2 Hz, 1 H, 7.06 (br, 4 H, 7.11 (dd, J, 1.3, 8.2 Hz, 1 H, 7.13 (dd, J, 1.9, 1.9 Hz, 1 H, 7.25 dd, J, 1.3, 1.9 Hz, 1
- 2PRu: C, 50.65; H, 5.56; N, 6.06. Found: C, 50.62; H, 5.58; N, 5.82.

43
- 0034734340
- (a) Garber, S. B.; Kingsbury, J. S.; Gray, B. L.; Hoveyda, A. H. J. Am. Chem. Soc. 2000, 122, 8168.
- (2000) J. Am. Chem. Soc , vol.122 , pp. 8168
- Garber, S.B.¹ Kingsbury, J.S.² Gray, B.L.³ Hoveyda, A.H.⁴

44
- 0034676688
- (b) Gessler, S.; Randl, S.; Blechert, S. Tetrahedron Lett. 2000, 41, 9973.
- (2000) Tetrahedron Lett , vol.41 , pp. 9973
- Gessler, S.¹ Randl, S.² Blechert, S.³

45
- 48349103350
- 2O (several times). The ethereal phase was evaporated to provide 11, and the ionic liquid phase was dried under reduce pressure to use a catalyst solution for the next cycle.
- 2O (several times). The ethereal phase was evaporated to provide 11, and the ionic liquid phase was dried under reduce pressure to use a catalyst solution for the next cycle.

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