SCOPUS 정보 검색 플랫폼

Chemical Communications

Volumn 6, Issue 6, 2006, Pages 668-670

Acyclic diaminocarbenes: Simple, versatile ligands for cross-coupling reactions

(2) Dhudshia, Bhartesh a Thadani, Avinash N a

a UNIVERSITY OF WINDSOR (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENYL GROUP; BROMIDE; CARBENOID; CHLORIDE; LIGAND; PALLADIUM; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CROSS COUPLING REACTION; HECK REACTION; SUZUKI REACTION;

EID: 33646024302 PISSN: 13597345 EISSN: None Source Type: Journal
DOI: 10.1039/b516398f Document Type: Article

Times cited : (81)

References (50)

1
- 33646025750
- M. Beller and C. Bolm, Wiley-VCH, New York, 2nd edn
- Transition metals for organic synthesis, ed., M. Beller and C. Bolm,, Wiley-VCH, New York, 2nd edn, 2005
- (2005) Transition Metals for Organic Synthesis, Ed.

2
- 0037736344
- John Wiley & Sons, New York, For recent reviews on NHC, see:
- J. Tsuji, in Transition metal reagents and catalysts: innovations in organic synthesis, John Wiley & Sons, New York, 2000
- (2000) Transition Metal Reagents and Catalysts: Innovations in Organic Synthesis
- Tsuji In, J.¹

3
- 15044351678
- D. Kremzow G. Seidel C. Lehmann A. Fürstner Chem. Eur. J. 2005 11 1833
- (2005) Chem. Eur. J. , vol.11 , pp. 1833
- Kremzow, D.¹ Seidel, G.² Lehmann, C.³ Fürstner, A.⁴

4
- 9744248685
- C. M. Crudden D. P. Allen Coord. Chem. Rev. 2004 248 2247
- (2004) Coord. Chem. Rev. , vol.248 , pp. 2247
- Crudden, C.M.¹ Allen, D.P.²

5
- 19844376063
- N. M. Scott S. P. Nolan Eur. J. Inorg. Chem. 2005 10 1815
- (2005) Eur. J. Inorg. Chem. , vol.10 , pp. 1815
- Scott, N.M.¹ Nolan, S.P.²

6
- 0344012115
- W. A. Herrmann K. Öfele D. Preysing S. K. Schneider J. Organomet. Chem. 2003 687 229
- (2003) J. Organomet. Chem. , vol.687 , pp. 229
- Herrmann, W.A.¹ Öfele, K.² Preysing, D.³ Schneider, S.K.⁴

7
- 0037453328
- K. Burgess M. C. Perry Tetrahedron: Asymmetry 2003 14 951
- (2003) Tetrahedron: Asymmetry , vol.14 , pp. 951
- Burgess, K.¹ Perry, M.C.²

8
- 0037090932
- W. A. Hermann Angew. Chem., Int. Ed. 2002 41 1290
- (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 1290
- Hermann, W.A.¹

9
- 0001286592
- For selected recent application of NHC as ligands in Suzuki couplings, see:
- A. J. Arduengo, III R. L. Harlow M. Kline J. Am. Chem. Soc. 1991 113 361
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 361
- Arduengo III, A.J.¹ Harlow, R.L.² Kline, M.³

10
- 0035128727
- A. Fürstner A. Leitner Synlett 2001 290
- (2001) Synlett , pp. 290
- Fürstner, A.¹ Leitner, A.²

11
- 0001388538
- G. A. Grasa M. S. Viciu J. Huang C. Zhang M. L. Trudell S. P. Nolan Organometallics 2002 21 2866
- (2002) Organometallics , vol.21 , pp. 2866
- Grasa, G.A.¹ Viciu, M.S.² Huang, J.³ Zhang, C.⁴ Trudell, M.L.⁵ Nolan, S.P.⁶

12
- 0037090921
- C. W. K. Gstöttmayr V. P. W. Böhm E. Herdtweck M. Grosche W. A. Herrmann Angew. Chem., Int. Ed. 2002 41 1363
- (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 1363
- Gstöttmayr, C.W.K.¹ Böhm, V.P.W.² Herdtweck, E.³ Grosche, M.⁴ Herrmann, W.A.⁵

13
- 0346422361
- V. C. Vargas R. J. Rubio T. K. Hollis M. E. Salcido Org. Lett. 2003 5 4847
- (2003) Org. Lett. , vol.5 , pp. 4847
- Vargas, V.C.¹ Rubio, R.J.² Hollis, T.K.³ Salcido, M.E.⁴

14
- 85047104462
- M. Frank G. Maas J. Schatz Eur. J. Org. Chem. 2004 3 607
- (2004) Eur. J. Org. Chem. , vol.3 , pp. 607
- Frank, M.¹ Maas, G.² Schatz, J.³

15
- 2142705745
- O. Navarro H. Kaur P. Mahjoor S. P. Nolan J. Org. Chem. 2004 69 3173
- (2004) J. Org. Chem. , vol.69 , pp. 3173
- Navarro, O.¹ Kaur, H.² Mahjoor, P.³ Nolan, S.P.⁴

16
- 9344240844
- G. Altenhoff R. Goddard C. W. Lehmann F. Glorius J. Am. Chem. Soc. 2004 126 15195
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 15195
- Altenhoff, G.¹ Goddard, R.² Lehmann, C.W.³ Glorius, F.⁴

17
- 21744447205
- C. Song Y. Ma Q. Chai C. Ma W. Jiang M. B. Andrus Tetrahedron 2005 61 7438
- (2005) Tetrahedron , vol.61 , pp. 7438
- Song, C.¹ Ma, Y.² Chai, Q.³ Ma, C.⁴ Jiang, W.⁵ Andrus, M.B.⁶

18
- 18844421600
- For selected recent application of NHC as ligands in Sonogashira couplings, see:
- R. Singh M. S. Viciu N. Kramareva O. Navarro S. P. Nolan Org. Lett. 2005 7 1829
- (2005) Org. Lett. , vol.7 , pp. 1829
- Singh, R.¹ Viciu, M.S.² Kramareva, N.³ Navarro, O.⁴ Nolan, S.P.⁵

19
- 0038495996
- M. S. Viciu R. F. Germaneau O. Navarro-Fernandez E. D. Stevens S. P. Nolan Organometallics 2002 21 5470
- (2002) Organometallics , vol.21 , pp. 5470
- Viciu, M.S.¹ Germaneau, R.F.² Navarro-Fernandez, O.³ Stevens, E.D.⁴ Nolan, S.P.⁵

20
- 0000759864
- R. A. Batey M. Shen A. J. Lough Org. Lett. 2002 4 1411
- (2002) Org. Lett. , vol.4 , pp. 1411
- Batey, R.A.¹ Shen, M.² Lough, A.J.³

21
- 0242407300
- M. Eckhardt G. C. Fu J. Am. Chem. Soc. 2003 125 13642
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 13642
- Eckhardt, M.¹ Fu, G.C.²

22
- 0141856212
- Y. Ma C. Song W. Jiang Q. Wu Y. Wang X. Liu M. B. Andrus Org. Lett. 2003 5 3317
- (2003) Org. Lett. , vol.5 , pp. 3317
- Ma, Y.¹ Song, C.² Jiang, W.³ Wu, Q.⁴ Wang, Y.⁵ Liu, X.⁶ Andrus, M.B.⁷

23
- 0042671140
- E. Mas-Marza A. M. Segarra C. Claver E. Peris E. Fernandez Tetrahedron Lett. 2003 44 6595
- (2003) Tetrahedron Lett. , vol.44 , pp. 6595
- Mas-Marza, E.¹ Segarra, A.M.² Claver, C.³ Peris, E.⁴ Fernandez, E.⁵

24
- 24944508573
- For selected recent application of NHC as ligands in Heck reactions, see:
- G. D. Frey J. Schütz E. Herdtweck W. A. Herrmann Organometallics 2005 24 4416
- (2005) Organometallics , vol.24 , pp. 4416
- Frey, G.D.¹ Schütz, J.² Herdtweck, E.³ Herrmann, W.A.⁴

25
- 2242491262
- W. A. Herrmann G. P. Reisinger M. J. Spiegler J. Organomet. Chem. 1998 55 93
- (1998) J. Organomet. Chem. , vol.55 , pp. 93
- Herrmann, W.A.¹ Reisinger, G.P.² Spiegler, M.J.³

26
- 0000078839
- D. S. McGuinness K. J. Cavell Organometallics 2000 19 741
- (2000) Organometallics , vol.19 , pp. 741
- McGuinness, D.S.¹ Cavell, K.J.²

27
- 0001273662
- C. Yang H. M. Lee S. P. Nolan Org. Lett. 2001 3 1511
- (2001) Org. Lett. , vol.3 , pp. 1511
- Yang, C.¹ Lee, H.M.² Nolan, S.P.³

28
- 0034805348
- C. L. Yang S. P. Nolan Synlett 2001 1539
- (2001) Synlett , pp. 1539
- Yang, C.L.¹ Nolan, S.P.²

29
- 0000709581
- J. A. Loch M. Albrecht E. Peris J. Mata J. N. Faller R. H. Crabtree Organometallics 2002 21 700
- (2002) Organometallics , vol.21 , pp. 700
- Loch, J.A.¹ Albrecht, M.² Peris, E.³ Mata, J.⁴ Faller, J.N.⁵ Crabtree, R.H.⁶

30
- 1942456891
- H. Lebel M. K. Janes A. B. Charette S. P. Nolan J. Am. Chem. Soc. 2004 126 5046
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 5046
- Lebel, H.¹ Janes, M.K.² Charette, A.B.³ Nolan, S.P.⁴

31
- 18144389060
- M. Shi H.-X. Qian Tetrahedron 2005 61 4949
- (2005) Tetrahedron , vol.61 , pp. 4949
- Shi, M.¹ Qian, H.-X.²

32
- 33748242162
- For other reports on ADC, see:
- R. W. Alder P. R. Allen M. Murray A. G. Orpen Angew. Chem., Int. Ed. Engl. 1996 35 1121
- (1996) Angew. Chem., Int. Ed. Engl. , vol.35 , pp. 1121
- Alder, R.W.¹ Allen, P.R.² Murray, M.³ Orpen, A.G.⁴

33
- 0001115596
- R. W. Alder M. E. Blake Chem. Commun. 1997 1513
- (1997) Chem. Commun. , pp. 1513
- Alder, R.W.¹ Blake, M.E.²

34
- 0348079661
- R. W. Alder M. E. Blake J. M. Olivia J. Phys. Chem. A 1999 103 11200
- (1999) J. Phys. Chem. a , vol.103 , pp. 11200
- Alder, R.W.¹ Blake, M.E.² Olivia, J.M.³

35
- 0037156273
- K. Denk P. Sirsch W. A. Herrmann J. Organomet. Chem. 2002 649 219
- (2002) J. Organomet. Chem. , vol.649 , pp. 219
- Denk, K.¹ Sirsch, P.² Herrmann, W.A.³

36
- 0037157118
- M. Tafipolsky W. Scherer K. Öfele G. Artus B. Pedersen W. A. Herrmann G. S. McGrady J. Am. Chem. Soc. 2002 124 5865
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 5865
- Tafipolsky, M.¹ Scherer, W.² Öfele, K.³ Artus, G.⁴ Pedersen, B.⁵ Herrmann, W.A.⁶ McGrady, G.S.⁷

37
- 0142088818
- W. A. Herrmann K. Öfele D. Preysing E. Herdtweck J. Organomet. Chem. 2003 684 235
- (2003) J. Organomet. Chem. , vol.684 , pp. 235
- Herrmann, W.A.¹ Öfele, K.² Preysing, D.³ Herdtweck, E.⁴

38
- 8144223124
- R. W. Alder M. E. Blake L. Chaker F. P. V. Paolini Chem. Commun. 2004 2172
- (2004) Chem. Commun. , pp. 2172
- Alder, R.W.¹ Blake, M.E.² Chaker, L.³ Paolini, F.P.V.⁴

39
- 9244232269
- R. W. Alder M. E. Blake L. Chaker J. N. Harvey F. Paolini J. Schütz Angew. Chem., Int. Ed. 2004 43 5896
- (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 5896
- Alder, R.W.¹ Blake, M.E.² Chaker, L.³ Harvey, J.N.⁴ Paolini, F.⁵ Schütz, J.⁶

40
- 0942276322
- M. Otto S. Conejero Y. Canac V. D. Romanenko V. Rudzevitch G. Bertrand J. Am. Chem. Soc. 2004 126 1016
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 1016
- Otto, M.¹ Conejero, S.² Canac, Y.³ Romanenko, V.D.⁴ Rudzevitch, V.⁵ Bertrand, G.⁶

41
- 1542437615
- M.-T. Lee C.-H. Hu Organometallics 2004 23 976
- (2004) Organometallics , vol.23 , pp. 976
- Lee, M.-T.¹ Hu, C.-H.²

42
- 3242741731
- A. M. Magill K. J. Cavell B. F. Yates J. Am. Chem. Soc. 2004 126 8717
- (2004) J. Am. Chem. Soc. , vol.126 , pp. 8717
- Magill, A.M.¹ Cavell, K.J.² Yates, B.F.³

43
- 0034742920
- Fürstner et al. have reported the synthesis and characterization of a series of ADC-metal complexes, and applied some of these catalysts in Heck cross-coupling reactions:
- R. W. Alder M. E. Blake S. Bufali C. P. Butts A. G. Orpen J. Schütz S. J. Williams J. Chem. Soc., Perkin Trans. 1 2001 1586
- (2001) J. Chem. Soc., Perkin Trans. 1 , pp. 1586
- Alder, R.W.¹ Blake, M.E.² Bufali, S.³ Butts, C.P.⁴ Orpen, A.G.⁵ Schütz, J.⁶ Williams, S.J.⁷

44
- 15044351678
- For a review on the Suzuki-Miyaura reaction, see
- D. Kremzow G. Seidel C. W. Lehmann A. Fürstner Chem. Eur. J. 2005 11 1833
- (2005) Chem. Eur. J. , vol.11 , pp. 1833
- Kremzow, D.¹ Seidel, G.² Lehmann, C.W.³ Fürstner, A.⁴

45
- 20544450502
- A. de Meijere, A. Diederich and F. Diederich, Wiley-VCH, New York, 2nd edn, For optimization studies, the possible roles of the additives and further discussion, please see the electronic supporting information
- N. Miyaura, in Metal Catalyzed Cross-Coupling Reactions, ed., A. de Meijere, A. Diederich and F. Diederich,, Wiley-VCH, New York, 2nd edn, 2004, ch. 2
- (2004) Metal Catalyzed Cross-Coupling Reactions, Ed.
- Miyaura In, N.¹

46
- 1842738116
- K. Arentsen S. Caddick F. G. N. Cloke A. P. Herring P. B. Hitchcock Tetrahedron Lett. 2004 45 3511
- (2004) Tetrahedron Lett. , vol.45 , pp. 3511
- Arentsen, K.¹ Caddick, S.² Cloke, F.G.N.³ Herring, A.P.⁴ Hitchcock, P.B.⁵

47
- 33646074711
- Pending further studies, we believe that 1a and 1b are more efficacious ligands due to their increased steric sizes
- Pending further studies, we believe that 1a and 1b are more efficacious ligands due to their increased steric sizes

48
- 0003397781
- F. Diederich and P. J. Stang, Wiley-VCH, New York
- K. Sonogashira, in Metal-Catalyzed Cross-Coupling Reactions, ed., F. Diederich and P. J. Stang,, Wiley-VCH, New York, 1998, ch. 5
- (1998) Metal-Catalyzed Cross-Coupling Reactions, Ed.
- Sonogashira In, K.¹

49
- 0344944884
- For a review on the Heck reaction, see:
- A. Soheili J. Albaneze-Walker J. A. Murry P. G. Dormer D. L. Hughes Org. Lett. 2003 5 4191
- (2003) Org. Lett. , vol.5 , pp. 4191
- Soheili, A.¹ Albaneze-Walker, J.² Murry, J.A.³ Dormer, P.G.⁴ Hughes, D.L.⁵

50
- 20544450502
- A. de Meijere and F. Diederich, Wiley-VCH, New York, 2nd edn, ch. 5
- S. Bräse and A. de Meijere, in Metal Catalyzed Cross-Coupling Reactions, ed., A. de Meijere and F. Diederich,, Wiley-VCH, New York, 2nd edn, 2004, ch. 5
- (2004) Metal Catalyzed Cross-Coupling Reactions, Ed.
- Bräse, S.¹ De Meijere In, A.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.