SCOPUS 정보 검색 플랫폼

Synlett

Volumn , Issue 3, 2007, Pages 453-459

Allenic Pauson-Khand reaction catalyzed by cobalt-rhodium heterobimetallic nanoparticles

(5) Ji, Hoon Park a Sun, Young Kim a Soo, Min Kim a Sang, Ick Lee a Young, Keun Chung a

a Seoul National University (South Korea)

Author keywords

Alkynes; Allenes; Carbonylations; Nanoparticle; Pauson Khand reaction

Indexed keywords

ALLENE DERIVATIVE; COBALT COMPLEX; NANOPARTICLE; RHODIUM;

ARTICLE; CATALYSIS; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; PAUSON KHAND REACTION;

EID: 33847373352 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-2007-967986 Document Type: Article

Times cited : (5)

References (36)

1
- 0000134751
- For leading reviews, see: a
- For leading reviews, see: (a) Pauson, P. L. Tetrahedron 1985, 41, 5855.
- (1985) Tetrahedron , vol.41 , pp. 5855
- Pauson, P.L.¹

2
- 0000939078
- (b) Chung, Y. K. Coord. Chem. Rev. 1999, 188, 297.
- (1999) Coord. Chem. Rev , vol.188 , pp. 297
- Chung, Y.K.¹

3
- 0034686072
- (c) Brummond, K. M.; Kent, J. L. Tetrahedron 2000, 56, 3263.
- (2000) Tetrahedron , vol.56 , pp. 3263
- Brummond, K.M.¹ Kent, J.L.²

4
- 0038665161
- (d) Gibson, S. E.; Stevenazzi, A. Angew. Chem. Int. Ed. 2003, 42, 1800.
- (2003) Angew. Chem. Int. Ed , vol.42 , pp. 1800
- Gibson, S.E.¹ Stevenazzi, A.²

5
- 11844279137
- For a review on PKR of electron-poor alkenes, see
- For a review on PKR of electron-poor alkenes, see: Rodríguez Rivero, M.; Adrio, J.; Carretero, C. Synlett 2005, 26.
- (2005) Synlett , pp. 26
- Rodríguez Rivero, M.¹ Adrio, J.² Carretero, C.³

6
- 4544260813
- For a recent review, see
- For a recent review, see: Alcaide, B.; Almendros, P. Eur. J. Org. Chem. 2004, 3377.
- (2004) Eur. J. Org. Chem , pp. 3377
- Alcaide, B.¹ Almendros, P.²

7
- 33847369599
- Fe: Shibata, T.; Koga, Y.; Narasaka, K. Bull. Chem. Soc. Jpn. 1995, 68, 911.
- (a) Fe: Shibata, T.; Koga, Y.; Narasaka, K. Bull. Chem. Soc. Jpn. 1995, 68, 911.

8
- 0033949371
- Co
- (b) Co: Pagenkopf, B. L.; Belanger, D. B.; O'Mahony, D. J. R.; Livinghouse, T. Synthesis 2000, 1009.
- (2000) Synthesis , pp. 1009
- Pagenkopf, B.L.¹ Belanger, D.B.² O'Mahony, D.J.R.³ Livinghouse, T.⁴

9
- 0242417568
- Mo: Cao, H.; Flippen-Anderson, J.; Cook, J. M. J. Am. Chem. Soc. 2003, 125, 3230.
- (c) Mo: Cao, H.; Flippen-Anderson, J.; Cook, J. M. J. Am. Chem. Soc. 2003, 125, 3230.

10
- 0032568050
- Zr: Brummond, K. M.; Wan, H. Tetrahedron Lett. 1998, 39, 931.
- (d) Zr: Brummond, K. M.; Wan, H. Tetrahedron Lett. 1998, 39, 931.

11
- 0037458984
- Rh: Mukai, C.; Nomura, I.; Kitagaki, S. J. Org. Chem. 2003, 68, 1376.
- (e) Rh: Mukai, C.; Nomura, I.; Kitagaki, S. J. Org. Chem. 2003, 68, 1376.

12
- 0037237357
- Ir: Shibata, T.; Kadowaki, S.; Hirase, M.; Takagi, K. Synlett 2003, 573.
- (f) Ir: Shibata, T.; Kadowaki, S.; Hirase, M.; Takagi, K. Synlett 2003, 573.

13
- 4644287020
- (a) Cushing, B. L.; Kolesnichenko, V. L.; O'Connor, C. J. Chem. Rev. 2004, 104, 3893.
- (2004) Chem. Rev , vol.104 , pp. 3893
- Cushing, B.L.¹ Kolesnichenko, V.L.² O'Connor, C.J.³

14
- 0042975158
- (b) Moreno-Mañas, M.; Pleixats, R. Acc. Chem. Res. 2003, 36, 638.
- (2003) Acc. Chem. Res , vol.36 , pp. 638
- Moreno-Mañas, M.¹ Pleixats, R.²

15
- 33645149921
- (a) Wang, S. R.; Huang, J.; Zhao, Y. Q.; Wang, S. P.; Wu, S. H.; Zhang, S. M.; Hunag, W. P. Mater. Lett. 2006, 60, 1706.
- (2006) Mater. Lett , vol.60 , pp. 1706
- Wang, S.R.¹ Huang, J.² Zhao, Y.Q.³ Wang, S.P.⁴ Wu, S.H.⁵ Zhang, S.M.⁶ Hunag, W.P.⁷

16
- 28844497694
- (b) Mirescu, A.; Prusse, U. Catal. Commun. 2006, 7, 11.
- (2006) Catal. Commun , vol.7 , pp. 11
- Mirescu, A.¹ Prusse, U.²

17
- 0037165743
- Dupont, J.; Fonseca, G. S.; Umpierre, A. P.; Fichtner, P. F. P.; Teixeira, S. R. J. Am. Chem. Soc. 2002, 124, 4228.
- (2002) J. Am. Chem. Soc , vol.124 , pp. 4228
- Dupont, J.¹ Fonseca, G.S.² Umpierre, A.P.³ Fichtner, P.F.P.⁴ Teixeira, S.R.⁵

18
- 0035922532
- Li, Y.; El-Sayed, M. A. J. Phys. Chem. B 2001, 105, 8938.
- (2001) J. Phys. Chem. B , vol.105 , pp. 8938
- Li, Y.¹ El-Sayed, M.A.²

19
- 0035823936
- (a) Kim, S.-W.; Son, S. U.; Chung, Y. K.; Hyeon, T. Chem. Commun. 2001, 2212.
- (2001) Chem. Commun , pp. 2212
- Kim, S.-W.¹ Son, S.U.² Chung, Y.K.³ Hyeon, T.⁴

20
- 0000266263
- (b) Son, S. U.; Lee, S. I.; Chung, Y. K.; Kim, S.-W.; Hyeon, T. Org. Lett. 2002, 4, 277.
- (2002) Org. Lett , vol.4 , pp. 277
- Son, S.U.¹ Lee, S.I.² Chung, Y.K.³ Kim, S.-W.⁴ Hyeon, T.⁵

21
- 0041533081
- (c) Son, S. U.; Park, K. H.; Chung, Y. K. Org. Lett. 2002, 4, 3983.
- (2002) Org. Lett , vol.4 , pp. 3983
- Son, S.U.¹ Park, K.H.² Chung, Y.K.³

22
- 0038750448
- (d) Park, K. H.; Son, S. U.; Chung, Y. K. Org. Lett. 2002, 4, 4361.
- (2002) Org. Lett , vol.4 , pp. 4361
- Park, K.H.¹ Son, S.U.² Chung, Y.K.³

23
- 0042668672
- (e) Park, K. H.; Son, S. U.; Chung, Y. K. Chem. Commun. 2003, 1898.
- (2003) Chem. Commun , pp. 1898
- Park, K.H.¹ Son, S.U.² Chung, Y.K.³

24
- 33847421096
- To a two-neck flask were added o-dichlorobenzene (24 mL, oleic acid (0.2 mL, and trioctylphosphine oxide (0.4 g, While the solution was heated at 180°C, a solution of metal carbonyl, Co2Rh 2(CO)12 (1.0 g) in 6 mL of o-dichlorobenzene was injected into the flask. The resulting solution was heated at 180°C for 2 h. After the solution was cooled, the solution was concentrated to a of ca. 10 mL by distillation. To the concentrated solution were added 200 mL of THF and then flame-dried charcoal 2.0 g, The resulting THF solution was refluxed with stirring for 18 h and then cooled to r.t. under nitrogen atmosphere. After the solution was filtered, the precipitate was washed successively with Et 2O, CH2Cl2, acetone, and MeOH and dried in vacuo
- 2, acetone, and MeOH and dried in vacuo.

25
- 33645461754
- (a) Park, K. H.; Chung, Y. K. Adv. Synth. Catal. 2005, 347, 854.
- (2005) Adv. Synth. Catal , vol.347 , pp. 854
- Park, K.H.¹ Chung, Y.K.²

26
- 9644278033
- (b) Park, K. H.; Jung, I. G.; Chung, Y. K. Synlett 2004, 2541.
- (2004) Synlett , pp. 2541
- Park, K.H.¹ Jung, I.G.² Chung, Y.K.³

27
- 2342621283
- (c) Park, K. H.; Jung, I. G.; Chung, Y. K. Org. Lett. 2004, 6, 1183.
- (2004) Org. Lett , vol.6 , pp. 1183
- Park, K.H.¹ Jung, I.G.² Chung, Y.K.³

28
- 0000213094
- Knudson, M. J.; Schore, N. E. J. Org. Chem. 1984, 49, 5025.
- (1984) J. Org. Chem , vol.49 , pp. 5025
- Knudson, M.J.¹ Schore, N.E.²

29
- 24144488325
- (a) Mukai, C.; Inagaki, F.; Yoshida, T.; Yoshitani, K.; Hara, Y.; Litagaki, S. J. Org. Chem. 2005, 70, 7159.
- (2005) J. Org. Chem , vol.70 , pp. 7159
- Mukai, C.¹ Inagaki, F.² Yoshida, T.³ Yoshitani, K.⁴ Hara, Y.⁵ Litagaki, S.⁶

30
- 33646343710
- (b) Mukai, C.; Itoh, R. Tetrahedron Lett. 2006, 47, 3971.
- (2006) Tetrahedron Lett , vol.47 , pp. 3971
- Mukai, C.¹ Itoh, R.²

31
- 0345871949
- (c) Makino, T.; Itoh, K. J. Org. Chem. 2004, 69, 395.
- (2004) J. Org. Chem , vol.69 , pp. 395
- Makino, T.¹ Itoh, K.²

32
- 0037176294
- (d) Brummond, K. M.; Chen, H.; Sill, P.; You, L. J. Am. Chem. Soc. 2002, 124, 15186.
- (2002) J. Am. Chem. Soc , vol.124 , pp. 15186
- Brummond, K.M.¹ Chen, H.² Sill, P.³ You, L.⁴

33
- 85022720403
- Rahman, A, Ed, Elsevier: Amsterdam
- Moody, C. J. Studies in Natural Products Chemistry; Rahman, A., Ed.; Elsevier: Amsterdam, 1992, 201-239.
- (1992) Studies in Natural Products Chemistry , pp. 201-239
- Moody, C.J.¹

34
- 0001066504
- (a) Mukai, C.; Nomura, I.; Yamanishi, K.; Hanaoka, M. Org. Lett. 2002, 4, 1755.
- (2002) Org. Lett , vol.4 , pp. 1755
- Mukai, C.¹ Nomura, I.² Yamanishi, K.³ Hanaoka, M.⁴

35
- 0037198748
- (b) Brummond, K. M.; Chen, H.; Fisher, K. D.; Kerekes, A. D.; Rickards, B.; Sill, P. C.; Geib, S. J. Org. Lett. 2002, 4, 1931.
- (2002) Org. Lett , vol.4 , pp. 1931
- Brummond, K.M.¹ Chen, H.² Fisher, K.D.³ Kerekes, A.D.⁴ Rickards, B.⁵ Sill, P.C.⁶ Geib, S.J.⁷

36
- 33847356198
- Analytical Data. Compound 1A: IR: 1702 cm-1. 1H NMR (300 MHz, δ, 1.78 (s, 3 H, 2.40 (s, 3 H, 2.76 (s, 2 H, 3.94 (d, 2 H, J, 3.7 Hz, 4.25 (s, 2 H, 5.74 (t, 1 H, J, 3.7 Hz, 7.30 (d, 2 H, J, 8.0 Hz, 7.67 (d, 2 H, J, 8.2 Hz) ppm. 13C NMR (75 MHz, δ, 7.9, 21.4, 37.2, 43.3, 44.6, 117.6, 127.6, 129.7, 133.6, 133.8, 136.0, 144.1, 155.9, 203.7 ppm. HRMS (EI, m/z calcd for C16H17NO3S: 303.0929; found: 303.0926. Compound 2A: IR: 1704 cm-1. 1H NMR (300 MHz, δ, 2.42 (s, 3 H, 2.80 (s, 2 H, 3.95 (d, 2 H, J, 3.6 Hz, 4.31 (s, 2 H, 5.56 (t, 1 H, J, 3.6 Hz, 5.97 (s, 1 H, 7.31 (d, 2 H, J, 8.1 Hz, 7.67 (d, 2 H, J, 8.2 Hz) ppm. 13C NMR (75 MHz, δ, 21.5, 37.7, 44.3, 44.5, 120.5, 127.5, 127.7, 129.8, 133.6, 135.0, 144.1, 162.2, 203.5 ppm. HRMS EI, m/z calcd for C
- 3S: 289.0773; found: 289.0775.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.