SCOPUS 정보 검색 플랫폼

Journal of the American Chemical Society

Volumn 124, Issue 28, 2002, Pages 8348-8360

Preparation of benzyne complexes of group 10 metals by intramolecular Suzuki coupling of ortho-metalated phenylboronic esters: Molecular structure of the first benzyne-palladium(0) complex

(6) Retbøll, Mikael a Edwards, Alison J a Rae, A David a Willis, Anthony C a Bennett, Martin A a Wenger, Eric a

a AUSTRALIAN NATIONAL UNIVERSITY (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

SUZUKI COUPLING;

ESTERS; MOLECULAR STRUCTURE; NICKEL COMPOUNDS; PALLADIUM COMPOUNDS; X RAY DIFFRACTION;

AROMATIC COMPOUNDS;

BENZENE DERIVATIVE; BORON DERIVATIVE; METAL; PALLADIUM COMPLEX; PHENYL GROUP; PHOSPHINE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; COMPLEX FORMATION; MOLECULAR INTERACTION; STEREOCHEMISTRY; SYNTHESIS; X RAY DIFFRACTION;

EID: 0012465763 PISSN: 00027863 EISSN: None Source Type: Journal
DOI: 10.1021/ja0264091 Document Type: Article

Times cited : (114)

References (111)

1
- 0003975691
- Academic Press: New York
- (1967) Dehydrobenzene and Cycloalkynes
- Hoffmann, R.W.¹

2
- 0002788373
- Viehe, H. G., Ed.; Marcel Dekker: New York
- (1969) Chemistry of Acetylenes , pp. 1063-1149
- Hoffmann, R.W.¹

3
- 33745402207
- (1988) Chem. Rev. , vol.88 , pp. 1081
- Schore, N.E.¹

4
- 0002023250
- Patai, S., Rappoport, Z., Eds.; Wiley: New York
- (1983) The Chemistry of Triple-Bonded Functional Groups , Issue.SUPPL. C2 , pp. 383-419
- Gilchrist, T.L.¹

5
- 0000264238
- Trost, B. M., Fleming, I., Semmelhack, M. F., Eds.; Pergamon: Oxford
- (1991) Comprehensive Organic Synthesis , vol.4 , pp. 483-513
- Kessar, S.V.¹

6
- 0010040265
- Trost, B. M., Fleming, I., Paquette, L. A., Eds.; Pergamon: Oxford
- (1991) Comprehensive Organic Synthesis , vol.5 , pp. 379
- Oppolzer, W.¹

7
- 0000814758
- Trost, B. M., Fleming, I., Paquette, L. A., Eds.; Pergamon: Oxford
- (1991) Comprehensive Organic Synthesis , vol.5 , pp. 1129-1162
- Schore, N.E.¹

8
- 81755177287
- Patai S., Ed.; Wiley: Chichester
- (1994) The Chemistry of Triple-Bonded Functional Groups , Issue.SUPPL.
- Hart, H.¹

9
- 11744317080
- (1988) Chem. Rev. , vol.88 , pp. 1047
- Buchwald, S.L.¹ Nielsen, R.B.²

10
- 84989549819
- (1989) Angew. Chem., Int. Ed. Engl. , vol.28 , pp. 1296
- Bennett, M.A.¹ Schwemlein, H.P.²

11
- 0000099005
- Abel, E. W., Stone, F. G. A., Wilkinson, G., Hegedus L. S., Eds.; Pergamon: Oxford
- (1995) Comprehensive Organometallic Chemistry II , vol.12 , pp. 771
- Buchwald, S.L.¹ Broene, R.D.²

12
- 33745346128
- (1997) Chem. Ber. , vol.130 , pp. 1029
- Bennett, M.A.¹ Wenger, E.²

13
- 77956748316
- (1998) Adv. Organomet. Chem. , vol.42 , pp. 147
- Jones, W.M.¹ Klosin, J.²

14
- 4243306498
- (1998) Coord. Chem. Rev. , vol.178-180 , pp. 145
- Majoral, J.-P.¹ Meunier, P.² Igau, A.³ Pirio, N.⁴ Zablocka, M.⁵ Skowronska, A.⁶ Bredeau, S.⁷

15
- 0035593988
- (2001) J. Cluster Sci. , vol.12 , pp. 139
- Brait, S.¹ Deabate, S.² Knox, S.A.R.³ Sappa, E.⁴

16
- 0000571074
- (1995) Organometallics , vol.14 , pp. 1267
- Bennett, M.A.¹ Wenger, E.²

17
- 0001581150
- (1996) Organometallics , vol.15 , pp. 5536
- Bennett, M.A.¹ Wenger, E.²

18
- 2142729352
- (1998) Chem. Commun. , vol.1307
- Bennett, M.A.¹ Cobley, C.J.² Wenger, E.³ Willis, A.C.⁴

19
- 0000628841
- (2000) Organometallics , vol.19 , pp. 1522
- Bennett, M.A.¹ Cobley, C.J.² Rae, A.D.³ Wenger, E.⁴ Willis, A.C.⁵

20
- 0035191738
- (2001) Helv. Chim. Acta , vol.84 , pp. 3084
- Bennett, M.A.¹ Macgregor, S.A.² Wenger, E.³

21
- 0001094832
- (2002) Organometallics , vol.21 , pp. 1654
- Edwards, A.J.¹ Willis, A.C.² Wenger, E.³

22
- 0038333048
- (1998) Angew. Chem., Int. Ed. , vol.37 , pp. 2659
- Peña, D.¹ Escudero, S.² Pérez, D.³ Guitián, E.⁴ Castedo, L.⁵

23
- 0038671595
- (1999) Org. Lett. , vol.1 , pp. 1555
- Peña, D.¹ Pérez, L.² Guitián, E.³ Castedo, L.⁴

24
- 0033570242
- (1999) Tetrahedron Lett. , vol.40 , pp. 7533
- Radhakrishnan, K.V.¹ Yoshikawa, E.² Yamamoto, Y.³

25
- 0038333050
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 5827
- Peña, D.¹ Pérez, D.² Guitián, E.³ Castedo, L.⁴

26
- 0034693339
- (2000) J. Org. Chem. , vol.65 , pp. 6944
- Peña, D.¹ Pérez, D.² Guitián, E.³ Castedo, L.⁴

27
- 0034598514
- (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 173
- Yoshikawa, E.¹ Yamamoto, Y.²

28
- 0034596283
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 7280
- Yoshikawa, E.¹ Radhakrishnan, K.V.² Yamamoto, Y.³

29
- 0035915335
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 12686
- Chatani, N.¹ Kamtani, A.² Oshita, M.³ Fukumoto, Y.⁴ Murai, S.⁵

30
- 0000936171
- (1996) Organometallics , vol.15 , pp. 928
- Bennett, M.A.¹ Hockless, D.C.R.² Humphrey, M.G.³ Schultz, M.⁴ Wenger, E.⁵

31
- 2042507954
- (1995) Chem. Rev. , vol.95 , pp. 2457
- Miyaura, N.¹ Suzuki, A.²

32
- 0001786881
- Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim
- (1998) Metal-Catalyzed Cross-Coupling Reactions , pp. 49
- Suzuki, A.¹

33
- 0000728442
- (1997) J. Org. Chem. , vol.62 , pp. 8024
- Saito, S.¹ Oh-tani, S.² Miyaura, N.³

34
- 2142841717
- note

35
- 4243618554
- submitted
- Acta Crystallogr., Sect. C
- Edwards, A.J.¹ Retboll, M.² Wenger, E.³

36
- 2142675072
- unpublished work
- Bennett, M.A.¹ Okano, T.² Roberts, N.K.³ Schwemlein, H.P.⁴ Welling, L.L.⁵

37
- 0000735581
- (1985) Organometallics , vol.4 , pp. 1992
- Bennett, M.A.¹ Hambley, T.W.² Roberts, N.K.³ Robertson, G.B.⁴

38
- 0034804108
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 8317
- McGuinness, D.S.¹ Cavell, K.J.² Yates, B.F.³ Skelton, B.W.⁴ White, A.H.⁵

39
- 0002785636
- (2000) J. Organomet. Chem. , vol.616 , pp. 10
- Reid, S.M.¹ Mague, J.T.² Fink, M.J.³

40
- 24244462175
- (2002) Acta Crystallogr., Sect. E , vol.58
- Retbøll, M.¹ Wenger, E.² Willis, A.C.³

41
- 0000654965
- (1995) Organometallics , vol.14 , pp. 2091
- Bennett, M.A.¹ Hockless, D.C.R.² Wenger, E.³

42
- 0002194828
- (1996) Organometallics , vol.15 , pp. 68
- Bennett, M.A.¹ Johnson, J.A.² Willis, A.C.³

43
- 2142834157
- (1989) Polyhedron , vol.8 , pp. 13
- Fisher, K.J.¹ Alyea, E.C.²

44
- 4243726006
- accepted
- (2002) Acta Crystallogr., Sect. E
- Edwards, A.J.¹ Retbøll, M.² Wenger, E.³

45
- 0000072987
- (1992) Organometallics , vol.11 , pp. 1235
- Bartik, T.¹ Happ, B.² Iglewsky, M.³ Bandmann, H.⁴ Boese, R.⁵ Heimbach, P.⁶ Hoffmann, T.⁷ Wenschuh, E.⁸

46
- 0009970532
- (1971) J. Am. Chem. Soc. , vol.93 , pp. 554
- Dobson, J.E.¹ Miller, R.G.² Wiggen, J.P.³

47
- 0010004378
- (1979) Inorg. Chem. , vol.18 , pp. 1697
- Churchill, M.R.¹ Youngs, W.J.²

48
- 0000371480
- (1979) J. Am. Chem. Soc. , vol.101 , pp. 263
- McLain, S.J.¹ Schrock, R.R.² Sharp, P.R.³ Churchill, M.R.⁴ Youngs, W.J.⁵

49
- 0001047399
- (1995) Organometallics , vol.14 , pp. 5642
- Mashima, K.¹ Tanaka, Y.² Nakamura, A.³

50
- 2142837932
- note

51
- 2142722278
- note

52
- 2142720531
- Cambridge Crystallographic Database Centre, refcode VEWRUK
- Spek, A.L.¹ Kooiiman, H.² Smeets, W.J.J.³

53
- 2142680106
- Cambridge Crystallographic Database Centre, refcode NAVSOS
- Lutz, M.¹ Spek, A.L.² Brandsma, L.³ Peters, T.A.⁴

54
- 84990138080
- (1989) Angew. Chem., Int. Ed. Engl. , vol.28 , pp. 1386
- Huser, M.¹ Youinou, M.-T.² Osborn, J.A.³

55
- 2142850656
- note

56
- 0002930457
- (1976) Adv. Organomet. Chem. , vol.14 , pp. 33
- Ittel, S.D.¹ Ibers, J.A.²

57
- 0001079559
- (1996) Organometallics , vol.15 , pp. 2465
- Klosin, J.¹ Abboud, K.A.² Jones, W.M.³

58
- 0000886897
- (1986) J. Am. Chem. Soc. , vol.108 , pp. 7411
- Buchwald, S.L.¹ Watson, B.T.² Huffman, J.C.³

59
- 0000835602
- (1992) Organometallics , vol.11 , pp. 3517
- Erker, G.¹ Albrecht, M.² Krüger, C.³ Werner, S.⁴ Binger, P.⁵ Langhauser, F.⁶

60
- 9844258323
- (1997) J. Am. Chem. Soc. , vol.119 , pp. 9417
- Rosa, P.¹ Le Floch, P.² Ricard, L.³ Mathey, F.⁴

61
- 0000941316
- (1996) Organometallics , vol.15 , pp. 2523
- For, V.¹ Buijink, J.K.F.² Kloetstra, K.R.³ Meetsma, A.⁴ Teuben, J.H.⁵ Smeets, W.J.J.⁶ Spek, A.L.⁷

62
- 2142723011
- (1988) J. Am. Chem. Soc. , vol.110 , pp. 1966
- Bartlett, R.A.¹ Power, P.P.² Shoner, S.C.³

63
- 51149220405
- (1991) J. Chem. Soc., Dalton Trans. , pp. 2785
- Koschmieder, S.U.¹ Hussain-Bates, B.² Hursthouse, M.B.³ Wilkinson, G.⁴

64
- 37049074304
- (1992) J. Chem. Soc., Chem. Commun. , pp. 1668
- Cockcroft, J.K.¹ Gibson, V.C.² Howard, J.A.K.³ Poole, A.D.⁴ Siemeling, U.⁵ Wilson, C.⁶

65
- 0001523750
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 1163
- Houseknecht, K.L.¹ Stockman, K.E.² Sabat, M.³ Finn, M.G.⁴ Grimes, R.N.⁵

66
- 2142837931
- (1990) J. Chem. Soc., Dalton Trans. , pp. 3427
- Mo, W.¹ Koschmieder, S.U.² McGilligan, B.S.³ McDermott, G.⁴ Arnold, J.⁵ Wilkinson, G.⁶ Hussain-Bates, B.⁷ Hursthouse, M.B.⁸

67
- 0001426424
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 3404
- Hartwig, J.F.¹ Bergman, R.G.² Andersen, R.A.³

68
- 33745409702
- (1988) J. Chem. Soc., Chem. Commun. , pp. 704
- Arnold, J.¹ Wilkinson, G.² Hussain, B.³ Hursthouse, M.B.⁴

69
- 0009970172
- (1989) Organometallics , vol.8 , pp. 415
- Arnold, J.¹ Wilkinson, G.² Hussain, B.³ Hursthouse, M.B.⁴

70
- 0034835662
- (2001) J. Am. Chem. Soc. , vol.123 , pp. 7443
- Hughes, R.P.¹ Williamson, A.² Sommer, R.D.³ Rheingold, A.L.⁴

71
- 2142682577
- note

72
- 33847797768
- (1976) Inorg. Chem. , vol.15 , pp. 535
- Goldberg, S.Z.¹ Eisenberg, R.²

73
- 0001661765
- (1985) Bull. Chem. Soc. Jpn. , vol.58 , pp. 1843
- Yamamoto, Y.¹ Yamazaki, H.²

74
- 0000093606
- (1984) Inorg. Chem. , vol.23 , pp. 2833
- Rutherford, N.M.¹ Olmstead, M.M.² Balch, A.L.³

75
- 0000023227
- (1977) Chem. Ber. , vol.110 , pp. 1763
- Werner, H.¹ Kühn, A.² Tune, D.J.³ Krüger, C.⁴ Brauer, D.J.⁵ Sekutowski, J.C.⁶ Tsay, Y.-H.⁷

76
- 2142852431
- (1980) Z. Naturforsch. , vol.B35 , pp. 926
- Jolly, P.W.¹ Krüger, C.² Schick, K.-P.³ Wilke, G.⁴

77
- 37049132173
- (1973) J. Chem. Soc., Chem. Commun. , pp. 368
- Ban, E.¹ Cheng, P.-T.² Jack, T.³ Nyburg, S.C.⁴ Powell, J.⁵

78
- 51149220989
- (1991) J. Chem. J. Soc., Dalton Trans. , pp. 2967
- Connelly, N.G.¹ Geiger, W.E.² Orpen, A.G.³ Orsini J.J., Jr.⁴ Richardson, K.E.⁵

79
- 33845557029
- (1981) J. Am. Chem. Soc. , vol.103 , pp. 3764
- Balch, A.L.¹ Hunt, C.T.² Lee, C.-L.³ Olmstead, M.M.⁴ Farr, J.P.⁵

80
- 4243599869
- (1993) Inorg. Chim. Acta , vol.211 , pp. 61
- Fuchita, Y.¹ Nakashita, S.²

81
- 0000105763
- (1993) Inorg. Chim. Acta , vol.205 , pp. 185
- Fuchita, Y.¹ Akiyama, M.² Arimoto, Y.³ Matsumoto, N.⁴ Okawa, H.⁵

82
- 33947085986
- (1973) Inorg. Chem. , vol.12 , pp. 2944
- Bennett, M.J.¹ Graham, W.A.G.² Stewart R.P., Jr.³ Tuggle, R.M.⁴

83
- 0001682023
- (1977) J. Am. Chem. Soc. , vol.99 , pp. 7870
- Rausch, M.D.¹ Gastinger, R.G.² Gardner, S.A.³ Brown, R.K.⁴ Wood, J.S.⁵

84
- 0002325689
- (1991) Organometallics , vol.10 , pp. 48
- Grushin, V.V.¹ Vymenits, A.B.² Yanovskii, A.I.³ Struchkov, Y.T.⁴ Vol'pin, M.E.⁵

85
- 0001416632
- (1997) Inorg. Chem. , vol.36 , pp. 1237
- Yan, X.¹ Batchelor, R.J.² Einstein, F.W.B.³ Zhang, X.⁴ Nagelkerke, R.⁵ Sutton, D.⁶

86
- 2142739561
- submitted
- J. Organomet. Chem.
- Bennett, M.A.¹ Kopp, M.R.² Wenger, E.³ Willis, A.C.⁴

87
- 0033603883
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 7606
- Vicic, D.A.¹ Jones, W.D.²

88
- 33748593662
- (1998) J. Chem. Soc., Dalton Trans. , pp. 271
- Bennett, M.A.¹ Dirnberger, T.² Hockless, D.C.R.³ Wenger, E.⁴ Willis, A.C.⁵

89
- 0001687633
- (1998) Organometallics , vol.17 , pp. 4784
- Edelbach, B.L.¹ Vicic, D.A.² Lachicotte, R.J.³ Jones, W.D.⁴

90
- 33947333803
- (1967) J. Am. Chem. Soc. , vol.89 , pp. 3071
- Friedman, L.¹

91
- 0000035837
- Hartley, F. R., Patai S., Eds.; John Wiley: New York
- (1985) The Chemistry of the Metal-Carbon Bond , vol.2 , pp. 625
- Stille, J.K.¹

92
- 0034600318
- and references therein
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 4020
- Littke, A.F.¹ Dai, C.² Fu, G.C.³

93
- 0034680642
- and references therein
- (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 4153
- Zapf, A.¹ Ehrentraut, A.² Beller, M.³

94
- 0001637750
- (1990) J. Am. Chem. Soc. , vol.112 , pp. 7047
- Bennett, M.A.¹ Griffiths, K.D.² Okano, T.³ Parthasarathi, V.⁴ Robertson, G.B.⁵

95
- 0001139296
- (1985) Organometallics , vol.4 , pp. 224
- Eisch, J.J.¹ Piotrowski, A.M.² Han, K.I.³ Krüger, C.⁴ Tsay, Y.H.⁵

96
- 0002983296
- (1958) J. Chem. Soc. , pp. 719
- Venanzi, L.M.¹

97
- 0002769042
- (1974) Inorg. Synth. , vol.15 , pp. 5
- Schunn, R.A.¹

98
- 4744370441
- Herrmann, W. A., Salzer, A., Eds.; Georg Thieme Verlag: Stuttgart, and references therein
- (1996) Synthetic Methods of Organometallic and Inorganic Chemistry , vol.1 , pp. 160

99
- 0004192171
- Nonius BV
- COLLECT Software , pp. 1997-2001

100
- 0031059866
- Carter, C. W., Jr., Sweet R. M., Eds.; Academic Press: New York
- (1997) Methods in Enzymology , vol.276 , pp. 307-326
- Otwinowski, Z.¹ Minor, W.²

101
- 0003567345
- University of Nijmegen, Nijmegen, The Netherlands
- (1992) The Patty and DIRDIF Program System, Technical Report of the Crystallographic Laboratory
- Beurskens, P.T.¹ Admiraal, G.² Beurskens, G.³ Bosman, W.P.⁴ Garcia-Granda, S.⁵ Gould, R.O.⁶ Smits, J.M.M.⁷ Smykalla, C.⁸

102
- 0000604488
- (1994) J. Appl. Crystallogr. , vol.27 , pp. 435
- Altomare, A.¹ Cascarano, M.² Giacovazzo, C.³ Guagliardi, A.⁴ Burla, M.C.⁵ Polidori, G.⁶ Camalli, M.⁷

103
- 0242560405
- (1999) J. Appl. Crystallogr. , vol.32 , pp. 115
- Altomare, A.¹ Burla, M.C.² Camalli, M.³ Cascarano, G.L.⁴ Giacovazzo, C.⁵ Guagliardi, A.⁶ Moliterni, A.G.G.⁷ Spagna, R.⁸

104
- 0003979021
- Australian National University Canberra ACT Australia
- (2000) RAELS2000: A Comprehensive Constrained Least-Square Refinement Program
- Rae, A.D.¹

105
- 0000367350
- (1995) Acta Crystallogr. , vol.B51 , pp. 187
- Haller, K.J.¹ Rae, A.D.² Heerdegen, A.P.³ Hockless, D.C.R.⁴ Welberry, T.R.⁵

106
- 84944640969
- (1975) Acta Crystallogr. , vol.A31 , pp. 560
- Rae, A.D.¹

107
- 0001915501
- (1996) Acta Crystallogr. , vol.A52
- Rae, A.D.¹

108
- 0003470460
- Molecular Structure Corp., 3200 Research Forest Drive, The Woodlands, TX 77381
- (1997) TEXSAN: Single-Crystal Structure Analysis Software, Vers. 1.8

109
- 0003666167
- Nonius, The Netherlands. MacScience, Japan & The University of Glasgow
- (2000) maXus Computer Program for the Solution and Refinement of Crystal Structures
- Mackay, S.¹ Gilmore, C.J.² Edwards, C.³ Stewart, N.⁴ Shankland, K.⁵

110
- 0003591694
- Chemical Crystallography Laboratory, Oxford, U.K.
- (1996) CRYSTALS Issue 10 , Issue.10
- Watkin, D.J.¹ Prout, C.K.² Carruthers, J.R.³ Betteridge, P.W.⁴

111
- 2142850654
- Kynoch Press: Birmingham, England
- (1974) International Tables for X-ray Crystallography , vol.4

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.