SCOPUS 정보 검색 플랫폼

Angewandte Chemie - International Edition

Volumn 51, Issue 11, 2012, Pages 2736-2740

Rhodium dinaphthocyclooctatetraene complexes: Synthesis, characterization and catalytic activity in [5+2] cycloadditions

(3) Wender, Paul A a Lesser, Adam B a Sirois, Lauren E a

a STANFORD UNIVERSITY (United States)

Author keywords

cycloadditions; cyclooctatetraene; nickel; rhodium; transition metal catalysis

Indexed keywords

CYCLOADDITIONS; CYCLOOCTATETRAENE; SCALABLE SYNTHESIS;

CATALYSIS; CHELATION; CYCLOADDITION; FUNCTIONAL GROUPS; NICKEL; RHODIUM; SYNTHESIS (CHEMICAL); TRANSITION METALS;

RHODIUM COMPOUNDS;

COORDINATION COMPOUND; CYCLOPROPANE DERIVATIVE; LIGAND; NICKEL; RHODIUM;

ARTICLE; CATALYSIS; CHEMISTRY; CONFORMATION; CYCLIZATION; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

CATALYSIS; COORDINATION COMPLEXES; CRYSTALLOGRAPHY, X-RAY; CYCLIZATION; CYCLOPROPANES; LIGANDS; MOLECULAR CONFORMATION; NICKEL; RHODIUM;

EID: 84858048693 PISSN: 14337851 EISSN: 15213773 Source Type: Journal
DOI: 10.1002/anie.201108270 Document Type: Article

Times cited : (67)

References (69)

1
- 67650527061
- P. A. Wender, B. L. Miller, Nature 2009, 460, 197-201
- (2009) Nature , vol.460 , pp. 197-201
- Wender, P.A.¹ Miller, B.L.²

2
- 38949138457
- P. A. Wender, V. A. Verma, T. J. Paxton, T. H. Pillow, Acc. Chem. Res. 2008, 41, 40-49.
- (2008) Acc. Chem. Res. , vol.41 , pp. 40-49
- Wender, P.A.¹ Verma, V.A.² Paxton, T.J.³ Pillow, T.H.⁴

3
- 0026418434
- B. M. Trost, Science 1991, 254, 1471-1477
- (1991) Science , vol.254 , pp. 1471-1477
- Trost, B.M.¹

4
- 0000791854
- B. M. Trost, Angew. Chem. 1995, 107, 285-307
- (1995) Angew. Chem. , vol.107 , pp. 285-307
- Trost, B.M.¹

5
- 33750309194
- Angew. Chem. Int. Ed. Engl. 1995, 34, 259-281.
- (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 259-281

6
- 79953882436
- P. A. Wender, B. A. Loy, A. J. Schrier, Isr. J. Chem. 2011, 51, 453-472.
- (2011) Isr. J. Chem. , vol.51 , pp. 453-472
- Wender, P.A.¹ Loy, B.A.² Schrier, A.J.³

7
- 0004938188
- recently, increasing emphasis has been placed on step count, waste stream, safety, environmental, operational and time considerations
- J. B. Hendrickson, J. Am. Chem. Soc. 1975, 97, 5784-5800; recently, increasing emphasis has been placed on step count, waste stream, safety, environmental, operational and time considerations
- (1975) J. Am. Chem. Soc. , vol.97 , pp. 5784-5800
- Hendrickson, J.B.¹

8
- 0004254235
- in (Ed: T. Hudlicky), JAI, Greenwich
- P. A. Wender, B. L. Miller, in Organic Synthesis: Theory & Applications, Vol. 2 (Ed:, T. Hudlicky,), JAI, Greenwich, 1993, pp. 27-66
- (1993) Organic Synthesis: Theory & Applications, Vol. 2 , pp. 27-66
- Wender, P.A.¹ Miller, B.L.²

9
- 47549112707
- R. A. Sheldon, Chem. Commun. 2008, 3352-3365
- (2008) Chem. Commun. , pp. 3352-3365
- Sheldon, R.A.¹

10
- 0003980673
- Oxford University Press, Oxford.
- P. T. Anastas, Green Chemistry: Theory and Practice, Oxford University Press, Oxford, 1998.
- (1998) Green Chemistry: Theory and Practice
- Anastas, P.T.¹

11
- 0028956752
- P. A. Wender, H. Takahashi, B. Witulski, J. Am. Chem. Soc. 1995, 117, 4720-4721
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 4720-4721
- Wender, P.A.¹ Takahashi, H.² Witulski, B.³

12
- 0032576188
- for reviews, see
- P. A. Wender, H. Rieck, M. Fuji, J. Am. Chem. Soc. 1998, 120, 10976-10977; for reviews, see
- (1998) J. Am. Chem. Soc. , vol.120 , pp. 10976-10977
- Wender, P.A.¹ Rieck, H.² Fuji, M.³

13
- 84890659287
- in (Ed.: P. A. Evans), Wiley-VCH, Weinheim, ; for more recent intermolecular examples, see
- P. A. Wender, G. G. Gamber, T. J. Williams, in Modern Rhodium-Catalyzed Organic Reactions (Ed.:, P. A. Evans,), Wiley-VCH, Weinheim, 2005, pp. 263-299; for more recent intermolecular examples, see
- (2005) Modern Rhodium-Catalyzed Organic Reactions , pp. 263-299
- Wender, P.A.¹ Gamber, G.G.² Williams, T.J.³

14
- 77950192886
- P. A. Wender, L. E. Sirois, R. Stemmler, T. J. Williams, Org. Lett. 2010, 12, 1604-1607
- (2010) Org. Lett. , vol.12 , pp. 1604-1607
- Wender, P.A.¹ Sirois, L.E.² Stemmler, R.³ Williams, T.J.⁴

15
- 80054969722
- X.-Z. Shu, S. Huang, D. Shu, I. A. Guzei, W. Tang, Angew. Chem. 2011, 123, 8303-8306
- (2011) Angew. Chem. , vol.123 , pp. 8303-8306
- Shu, X.-Z.¹ Huang, S.² Shu, D.³ Guzei, I.A.⁴ Tang, W.⁵

16
- 80051776993
- for a recent review, see
- Angew. Chem. Int. Ed. 2011, 50, 8153-8156; for a recent review, see
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 8153-8156

17
- 79951820592
- H. Pellissier, Adv. Synth. Catal. 2011, 353, 189-218.
- (2011) Adv. Synth. Catal. , vol.353 , pp. 189-218
- Pellissier, H.¹

18
- 33646551510
- P. A. Wender, L. O. Haustedt, J. Lim, J. A. Love, T. J. Williams, J.-Y. Yoon, J. Am. Chem. Soc. 2006, 128, 6302-6303
- (2006) J. Am. Chem. Soc. , vol.128 , pp. 6302-6303
- Wender, P.A.¹ Haustedt, L.O.² Lim, J.³ Love, J.A.⁴ Williams, T.J.⁵ Yoon, J.-Y.⁶

19
- 69749112484
- R. Shintani, H. Nakatsu, K. Takatsu, T. Hayashi, Chem. Eur. J. 2009, 15, 8692-8694.
- (2009) Chem. Eur. J. , vol.15 , pp. 8692-8694
- Shintani, R.¹ Nakatsu, H.² Takatsu, K.³ Hayashi, T.⁴

20
- 0038442308
- P. A. Wender, J. A. Love, T. J. Williams, Synlett 2003, 1295-1298.
- (2003) Synlett , pp. 1295-1298
- Wender, P.A.¹ Love, J.A.² Williams, T.J.³

21
- 17444380855
- B. M. Trost, H. C. Shen, D. B. Horne, E. D. Toste, B. G. Steinmetz, C. Koradin, Chem. Eur. J. 2005, 11, 2577-2590.
- (2005) Chem. Eur. J. , vol.11 , pp. 2577-2590
- Trost, B.M.¹ Shen, H.C.² Horne, D.B.³ Toste, E.D.⁴ Steinmetz, B.G.⁵ Koradin, C.⁶

22
- 17744370539
- G. Zuo, J. Louie, J. Am. Chem. Soc. 2005, 127, 5798-5799.
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 5798-5799
- Zuo, G.¹ Louie, J.²

23
- 39049167809
- A. Fürstner, K. Majima, R. Martin, H. Krause, E. Kattnig, R. Goddard, C. W. Lehmann, J. Am. Chem. Soc. 2008, 130, 1992-2004.
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 1992-2004
- Fürstner, A.¹ Majima, K.² Martin, R.³ Krause, H.⁴ Kattnig, E.⁵ Goddard, R.⁶ Lehmann, C.W.⁷

24
- 35948930324
- P. A. Wender, J. P. Christy, J. Am. Chem. Soc. 2007, 129, 13402-13403
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 13402-13403
- Wender, P.A.¹ Christy, J.P.²

25
- 74849087409
- P. A. Wender, J. P. Christy, A. B. Lesser, M. T. Gieseler, Angew. Chem. 2009, 121, 7823-7826
- (2009) Angew. Chem. , vol.121 , pp. 7823-7826
- Wender, P.A.¹ Christy, J.P.² Lesser, A.B.³ Gieseler, M.T.⁴

26
- 70349993891
- 0-catalyzed [2+2+2+2] reaction of mono-ynes, see
- 0-catalyzed [2+2+2+2] reaction of mono-ynes, see
- (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 7687-7690

27
- 84933051845
- W. Reppe, O. Schlichting, K. Klager, T. Toepel, Justus Liebigs Ann. Chem. 1948, 560, 1-92.
- (1948) Justus Liebigs Ann. Chem. , vol.560 , pp. 1-92
- Reppe, W.¹ Schlichting, O.² Klager, K.³ Toepel, T.⁴

28
- 0032681954
- M. J. Marsella, R. J. Reid, Macromolecules 1999, 32, 5982-5984.
- (1999) Macromolecules , vol.32 , pp. 5982-5984
- Marsella, M.J.¹ Reid, R.J.²

29
- 0037699449
- O. Scherman, I. Rutenberg, R. Grubbs, J. Am. Chem. Soc. 2003, 125, 8515-8522
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 8515-8522
- Scherman, O.¹ Rutenberg, I.² Grubbs, R.³

30
- 58249123246
- M. Carnes, D. Buccella, J. Decatur, M. L. Steigerwald, C. Nuckolls, Angew. Chem. 2008, 120, 3024-3027
- (2008) Angew. Chem. , vol.120 , pp. 3024-3027
- Carnes, M.¹ Buccella, D.² Decatur, J.³ Steigerwald, M.L.⁴ Nuckolls, C.⁵

31
- 53549100449
- Angew. Chem. Int. Ed. 2008, 47, 2982-2985.
- (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 2982-2985

32
- 0034960882
- P. Roesky, Eur. J. Inorg. Chem. 2001, 1653-1660.
- (2001) Eur. J. Inorg. Chem. , pp. 1653-1660
- Roesky, P.¹

33
- 34247148559
- A. Sygula, F. R. Fronczek, R. Sygula, P. W. Rabideau, M. M. Olmstead, J. Am. Chem. Soc. 2007, 129, 3842-3843
- (2007) J. Am. Chem. Soc. , vol.129 , pp. 3842-3843
- Sygula, A.¹ Fronczek, F.R.² Sygula, R.³ Rabideau, P.W.⁴ Olmstead, M.M.⁵

34
- 67650472650
- T. Nishiuchi, Y. Kuwatani, T. Nishinaga, V. Iyoda, Chem. Eur. J. 2009, 15, 6838-6847.
- (2009) Chem. Eur. J. , vol.15 , pp. 6838-6847
- Nishiuchi, T.¹ Kuwatani, Y.² Nishinaga, T.³ Iyoda, V.⁴

35
- 33846187214
- E. L. Spitler, C. a. J. Ii, M. M. Haley, Chem. Rev. 2006, 106, 5344-5386
- (2006) Chem. Rev. , vol.106 , pp. 5344-5386
- Spitler, E.L.¹ Ii A. C, J.² Haley, M.M.³

36
- 12044257767
- L. A. Paquette, Acc. Chem. Res. 1993, 26, 57-62.
- (1993) Acc. Chem. Res. , vol.26 , pp. 57-62
- Paquette, L.A.¹

37
- 54749086828
- C. Defieber, H. Grützmacher, E. M. Carreira, Angew. Chem. 2008, 120, 4558-4579
- (2008) Angew. Chem. , vol.120 , pp. 4558-4579
- Defieber, C.¹ Grützmacher, H.² Carreira, E.M.³

38
- 49049101971
- for a recent application to axially chiral ligands, see
- Angew. Chem. Int. Ed. 2008, 47, 4482-4502; for a recent application to axially chiral ligands, see
- (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 4482-4502

39
- 78650385955
- S.-S. Zhang, Z.-Q. Wang, M.-H. Xu, G.-Q. Lin, Org. Lett. 2010, 12, 5546-5549.
- (2010) Org. Lett. , vol.12 , pp. 5546-5549
- Zhang, S.-S.¹ Wang, Z.-Q.² Xu, M.-H.³ Lin, G.-Q.⁴

40
- 0001752768
- See Supporting Information for specific distance value details.
- F. H. Allen, Acta Crystallogr. Sect. B 2002, 58, 380-388. See Supporting Information for specific distance value details.
- (2002) Acta Crystallogr. Sect. B , vol.58 , pp. 380-388
- Allen, F.H.¹

41
- 37049101112
- J. Davidson, G. Vasapollo, J. Chem. Soc. Dalton Trans. 1985, 2231-2238
- (1985) J. Chem. Soc. Dalton Trans. , pp. 2231-2238
- Davidson, J.¹ Vasapollo, G.²

42
- 37049130850
- A. Pidcock, G. Roberts, J. Chem. Soc. A 1970, 2922-2928
- (1970) J. Chem. Soc. A , pp. 2922-2928
- Pidcock, A.¹ Roberts, G.²

43
- 0001246280
- J. Schrenk, K. Mann, Inorg. Chem. 1986, 25, 1906-1908
- (1986) Inorg. Chem. , vol.25 , pp. 1906-1908
- Schrenk, J.¹ Mann, K.²

44
- 0011449387
- P. Caddy, M. Green, E. Obrien, L. Smart, P. Woodward, J. Chem. Soc. Dalton Trans. 1980, 962-972
- (1980) J. Chem. Soc. Dalton Trans. , pp. 962-972
- Caddy, P.¹ Green, M.² Obrien, E.³ Smart, L.⁴ Woodward, P.⁵

45
- 11644295433
- K. Jensen, Acta Chem. Scand. 1953, 7, 868-870.
- (1953) Acta Chem. Scand. , vol.7 , pp. 868-870
- Jensen, K.¹

46
- 33644505856
- A. Singh, P. Sharp, Organometallics 2006, 25, 678-683.
- (2006) Organometallics , vol.25 , pp. 678-683
- Singh, A.¹ Sharp, P.²

47
- 0001344308
- D. Anton, R. Crabtree, Organometallics 1983, 2, 621-627.
- (1983) Organometallics , vol.2 , pp. 621-627
- Anton, D.¹ Crabtree, R.²

48
- 0007374436
- J. Müller, P. Göser, M. Elian, Angew. Chem. 1969, 81, 331-332
- (1969) Angew. Chem. , vol.81 , pp. 331-332
- Müller, J.¹ Göser, P.² Elian, M.³

49
- 84981785068
- Angew. Chem. Int. Ed. Engl. 1969, 8, 374-375
- (1969) Angew. Chem. Int. Ed. Engl. , vol.8 , pp. 374-375

50
- 20444392247
- T. Mak, H. Wong, K. Sze, L. Book, J. Organomet. Chem. 1983, 255, 123-134
- (1983) J. Organomet. Chem. , vol.255 , pp. 123-134
- Mak, T.¹ Wong, H.² Sze, K.³ Book, L.⁴

51
- 0001566230
- W. Geiger, T. Gennett, M. Grzeszczuk, G. Lane, J. Moraczewski, A. Salzer, D. Smith, J. Am. Chem. Soc. 1986, 108, 7454-7461
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 7454-7461
- Geiger, W.¹ Gennett, T.² Grzeszczuk, M.³ Lane, G.⁴ Moraczewski, J.⁵ Salzer, A.⁶ Smith, D.⁷

52
- 0000632671
- J. Degray, W. Geiger, G. Lane, P. Rieger, Inorg. Chem. 1991, 30, 4100-4102
- (1991) Inorg. Chem. , vol.30 , pp. 4100-4102
- Degray, J.¹ Geiger, W.² Lane, G.³ Rieger, P.⁴

53
- 46649120084
- A. Singh, P. Sharp, Inorg. Chim. Acta 2008, 361, 3159-3164.
- (2008) Inorg. Chim. Acta , vol.361 , pp. 3159-3164
- Singh, A.¹ Sharp, P.²

54
- 33845551970
- D. Anton, R. Crabtree, Organometallics 1983, 2, 855-859
- (1983) Organometallics , vol.2 , pp. 855-859
- Anton, D.¹ Crabtree, R.²

55
- 0013326691
- J. Widegren, R. Finke, J. Mol. Catal. A 2003, 198, 317-341
- (2003) J. Mol. Catal. A , vol.198 , pp. 317-341
- Widegren, J.¹ Finke, R.²

56
- 25444434697
- P. Nilsson, O. F. Wendt, J. Organomet. Chem. 2005, 690, 4197-4202
- (2005) J. Organomet. Chem. , vol.690 , pp. 4197-4202
- Nilsson, P.¹ Wendt, O.F.²

57
- 31544475154
- C. S. Consorti, F. R. Flores, F. Rominger, J. Dupont, Adv. Synth. Catal. 2006, 348, 133-141.
- (2006) Adv. Synth. Catal. , vol.348 , pp. 133-141
- Consorti, C.S.¹ Flores, F.R.² Rominger, F.³ Dupont, J.⁴

58
- 21244445784
- Grützmacher et al. have shown that metal complexes of dbCOT catalyze transfer hydrogenations, hydroborations, and 1,4-additions to unsaturated ketones.
- Grützmacher et al. have shown that metal complexes of dbCOT catalyze transfer hydrogenations, hydroborations, and 1,4-additions to unsaturated ketones., F. Lang, F. Breher, D. Stein, H. Grützmacher, Organometallics 2005, 24, 2997-3007.
- (2005) Organometallics , vol.24 , pp. 2997-3007
- Lang, F.¹ Breher, F.² Stein, D.³ Grützmacher, H.⁴

59
- 62949141622
- S. Spiess, C. Welter, G. Franck, J.-P. Taquet, G. Helmchen, Angew. Chem. 2008, 120, 7764-7767
- (2008) Angew. Chem. , vol.120 , pp. 7764-7767
- Spiess, S.¹ Welter, C.² Franck, G.³ Taquet, J.-P.⁴ Helmchen, G.⁵

60
- 54749126182
- Angew. Chem. Int. Ed. 2008, 47, 7652-7655
- (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 7652-7655

61
- 79951844845
- M. Gärtner, S. Mader, K. Seehafer, G. Helmchen, J. Am. Chem. Soc. 2011, 133, 2072-2075.
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 2072-2075
- Gärtner, M.¹ Mader, S.² Seehafer, K.³ Helmchen, G.⁴

62
- 0000366894
- Y. Man, T. Mak, H. Wong, J. Org. Chem. 1990, 55, 3214-3221.
- (1990) J. Org. Chem. , vol.55 , pp. 3214-3221
- Man, Y.¹ Mak, T.² Wong, H.³

63
- 0036314479
- S. Chaffins, M. Brettreich, F. Wudl, Synthesis 2002, 1191-1194
- (2002) Synthesis , pp. 1191-1194
- Chaffins, S.¹ Brettreich, M.² Wudl, F.³

64
- 0027752945
- X. Wang, X. Hou, Z. Zhou, T. Mak, H. Wong, J. Org. Chem. 1993, 58, 7498-7506.
- (1993) J. Org. Chem. , vol.58 , pp. 7498-7506
- Wang, X.¹ Hou, X.² Zhou, Z.³ Mak, T.⁴ Wong, H.⁵

65
- 0038371627
- P. A. Wender, T. J. Williams, Angew. Chem. 2002, 114, 4732-4735
- (2002) Angew. Chem. , vol.114 , pp. 4732-4735
- Wender, P.A.¹ Williams, T.J.²

66
- 0037011303
- Angew. Chem. Int. Ed. 2002, 41, 4550-4553.
- (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 4550-4553

67
- 77955829262
- P. Liu, L. E. Sirois, P. H.-Y. Cheong, Z.-X. Yu, I. V. Hartung, H. Rieck, P. A. Wender, K. N. Houk, J. Am. Chem. Soc. 2010, 132, 10127-10135.
- (2010) J. Am. Chem. Soc. , vol.132 , pp. 10127-10135
- Liu, P.¹ Sirois, L.E.² Cheong, P.H.-Y.³ Yu, Z.-X.⁴ Hartung, I.V.⁵ Rieck, H.⁶ Wender, P.A.⁷ Houk, K.N.⁸

68
- 0000257154
- S. Paik, S. U. Son, Y. K. Chung, Org. Lett. 1999, 1, 2045-2047.
- (1999) Org. Lett. , vol.1 , pp. 2045-2047
- Paik, S.¹ Son, S.U.² Chung, Y.K.³

69
- 0037527845
- H. Kinoshita, H. Shinokubo, K. Oshima, J. Am. Chem. Soc. 2003, 125, 7784-7785.
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 7784-7785
- Kinoshita, H.¹ Shinokubo, H.² Oshima, K.³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.