SCOPUS 정보 검색 플랫폼

Volumn 14, Issue 18, 2008, Pages 5567-5576

Oxidative double dehalogenation of tetrachlorocatechol by a bio-inspired CuII complex: Formation of chloranilic acid

(7) Bruijnincx, Pieter C A a Viciano Chumillas, Marta b Lutz, Martin a Spek, Anthony L a Reedijk, Jan b Van Koten, Gerard a Gebbink, Robertus J M Klein a

a UTRECHT UNIVERSITY (Netherlands)

b LEIDEN UNIVERSITY (Netherlands)

Author keywords

Bioinorganic chemistry; Copper; Dehalogenation; Hydrogen bonds; N,O ligands

Indexed keywords

ACIDS; COPPER COMPOUNDS; LIGANDS;

BIOINORGANIC CHEMISTRY; DEHALOGENATION; HYDROGEN BONDS; N,O LIGANDS;

COPPER;

3,4,5,6 TETRACHLOROCATECHOL; 3,4,5,6-TETRACHLOROCATECHOL; BENZOQUINONE DERIVATIVE; CATECHOL DERIVATIVE; CHLORANILIC ACID; COPPER; HALOGEN; ORGANOMETALLIC COMPOUND;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; ELECTRON SPIN RESONANCE; ELECTROSPRAY MASS SPECTROMETRY; HYDROGEN BOND; INFRARED SPECTROPHOTOMETRY; OXIDATION REDUCTION REACTION; ULTRAVIOLET SPECTROPHOTOMETRY; X RAY CRYSTALLOGRAPHY;

BENZOQUINONES; CATECHOLS; COPPER; CRYSTALLOGRAPHY, X-RAY; ELECTRON SPIN RESONANCE SPECTROSCOPY; HALOGENS; HYDROGEN BONDING; MODELS, MOLECULAR; ORGANOMETALLIC COMPOUNDS; OXIDATION-REDUCTION; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; SPECTROPHOTOMETRY, INFRARED; SPECTROPHOTOMETRY, ULTRAVIOLET;

EID: 53949091030 PISSN: 09476539 EISSN: 15213765 Source Type: Journal
DOI: 10.1002/chem.200701878 Document Type: Article

Times cited : (22)

References (56)

1
- 0000891486
- E. I. Solomon, P. Chen, M. Metz, S.-K. Lee, A. E. Palmer, Angew. Chem. 2001, 113, 4702-4724;
- (2001) Angew. Chem , vol.113 , pp. 4702-4724
- Solomon, E.I.¹ Chen, P.² Metz, M.³ Lee, S.-K.⁴ Palmer, A.E.⁵

2
- 0035905357
- Angew. Chem. Int. Ed. 2001, 40, 4570-4590.
- (2001) Angew. Chem. Int. Ed , vol.40 , pp. 4570-4590

3
- 33747855171
- I. A. Koval, P. Gamez, C. Belle, K. Selmeczi, J. Reedijk, Chem. Soc. Rev. 2006, 35, 814-840.
- (2006) Chem. Soc. Rev , vol.35 , pp. 814-840
- Koval, I.A.¹ Gamez, P.² Belle, C.³ Selmeczi, K.⁴ Reedijk, J.⁵

4
- 0031760504
- T. Klabunde, C. Eicken, J. C. Sacchettini, B. Krebs, Nat. Struct. Biol. 1998, 5, 1084-1090.
- (1998) Nat. Struct. Biol , vol.5 , pp. 1084-1090
- Klabunde, T.¹ Eicken, C.² Sacchettini, J.C.³ Krebs, B.⁴

5
- 33646827679
- Y. Matoba, T. Kumagai, A. Yamamoto, H. Yoshitsu, M. Sugiyama, J. Biol. Chem. 2006, 281, 8981-8990.
- (2006) J. Biol. Chem , vol.281 , pp. 8981-8990
- Matoba, Y.¹ Kumagai, T.² Yamamoto, A.³ Yoshitsu, H.⁴ Sugiyama, M.⁵

6
- 0024975122
- A. Volbeda, W. G. Hol, J. Mol. Biol. 1989, 209, 249-279.
- (1989) J. Mol. Biol , vol.209 , pp. 249-279
- Volbeda, A.¹ Hol, W.G.²

7
- 32244439080
- C.-T. Yang, M. Vetricheivan, X. Yang, B. Moubaraki, K. S. Murray, J. J. Vittal, Dalton Trans. 2004, 113-121.
- (2004) Dalton Trans , pp. 113-121
- Yang, C.-T.¹ Vetricheivan, M.² Yang, X.³ Moubaraki, B.⁴ Murray, K.S.⁵ Vittal, J.J.⁶

8
- 0344011460
- K. Selmeczi, M. Réglier, M. Giorgi, G. Speier, Coord. Chem. Rev. 2003, 245, 191-201.
- (2003) Coord. Chem. Rev , vol.245 , pp. 191-201
- Selmeczi, K.¹ Réglier, M.² Giorgi, M.³ Speier, G.⁴

9
- 14544299586
- M. Merkel, N. Möller, M. Piacenza, S. Grimme, A. Rompei, B. Krebs, Chem. Eur. J. 2005, 11, 1201-1209.
- (2005) Chem. Eur. J , vol.11 , pp. 1201-1209
- Merkel, M.¹ Möller, N.² Piacenza, M.³ Grimme, S.⁴ Rompei, A.⁵ Krebs, B.⁶

10
- 33747182761
- I. A. Koval, K. Selmeczi, C. Belle, C. Philouze, E. Saint-Aman, I. Gautier-Luneau, A. M. Schuitema, M. van VIiet, P. Gamez, O. Roubeau, M. Lüken, B. Krebs, M. Lutz, A. L. Spek, J.-L. Pierre, J. Reedijk, Chem. Eur. J. 2006, 12, 6138-6150.
- (2006) Chem. Eur. J , vol.12 , pp. 6138-6150
- Koval, I.A.¹ Selmeczi, K.² Belle, C.³ Philouze, C.⁴ Saint-Aman, E.⁵ Gautier-Luneau, I.⁶ Schuitema, A.M.⁷ van VIiet, M.⁸ Gamez, P.⁹ Roubeau, O.¹⁰ Lüken, M.¹¹ Krebs, B.¹² Lutz, M.¹³ Spek, A.L.¹⁴ Pierre, J.-L.¹⁵ Reedijk, J.¹⁶

11
- 8644248150
- A. Granata, E. Monzani, L. Casella, J. Biol. Inorg. Chem. 2004, 9, 903-913.
- (2004) J. Biol. Inorg. Chem , vol.9 , pp. 903-913
- Granata, A.¹ Monzani, E.² Casella, L.³

12
- 0037016564
- J. Ackermann, F. Meyer, E. Kaifer, H. Pritzkow, Chem. Eur. J. 2002, 8, 247-258.
- (2002) Chem. Eur. J , vol.8 , pp. 247-258
- Ackermann, J.¹ Meyer, F.² Kaifer, E.³ Pritzkow, H.⁴

13
- 14844332014
- P. C. A. Bruijnincx, M. Lutz, A. L. Spek, E. L. van Faassen, B. M. Weckhuysen, G. van Koten, R. J. M. Klein Gebbink, Eur. J. Inorg. Chem. 2005, 779-787.
- (2005) Eur. J. Inorg. Chem , pp. 779-787
- Bruijnincx, P.C.A.¹ Lutz, M.² Spek, A.L.³ van Faassen, E.L.⁴ Weckhuysen, B.M.⁵ van Koten, G.⁶ Klein Gebbink, R.J.M.⁷

14
- 33644966483
- K. Kervinen, P. C. A. Bruijnincx, A. M. Beale, J. G. Mesu, G. van Koten, R. J. M. Klein Gebbink, B. M. Weckhuysen, J. Am. Chem. Soc. 2006, 128, 3208-3217.
- (2006) J. Am. Chem. Soc , vol.128 , pp. 3208-3217
- Kervinen, K.¹ Bruijnincx, P.C.A.² Beale, A.M.³ Mesu, J.G.⁴ van Koten, G.⁵ Klein Gebbink, R.J.M.⁶ Weckhuysen, B.M.⁷

15
- 38849166773
- P. C. A. Bruijnincx, I. L. C. Buurmans, S. Gosiewska, M. Lutz, A. L. Spek, G. van Kolen, R. J. M. Klein Gebbink, Chem. Eur. J. 2008, 14, 1228-1237.
- (2008) Chem. Eur. J , vol.14 , pp. 1228-1237
- Bruijnincx, P.C.A.¹ Buurmans, I.L.C.² Gosiewska, S.³ Lutz, M.⁴ Spek, A.L.⁵ van Kolen, G.⁶ Klein Gebbink, R.J.M.⁷

16
- 33847671276
- P. C. A. Bruijnincx, M. Lutz, A. L. Spek, W. R. Hagen, B. M. Weckhuysen, G. van Koten, R. J. M. Klein Gebbink, J. Am. Chem. Soc. 2007, 129, 2275-2286.
- (2007) J. Am. Chem. Soc , vol.129 , pp. 2275-2286
- Bruijnincx, P.C.A.¹ Lutz, M.² Spek, A.L.³ Hagen, W.R.⁴ Weckhuysen, B.M.⁵ van Koten, G.⁶ Klein Gebbink, R.J.M.⁷

17
- 0029994514
- Y. Iimura, P. Hartikainen, K. Tatsumi, Appl. Microbiol. Biotechnol. 1996, 45, 434-439.
- (1996) Appl. Microbiol. Biotechnol , vol.45 , pp. 434-439
- Iimura, Y.¹ Hartikainen, P.² Tatsumi, K.³

18
- 0026319247
- M. Remberger, P.-Å. Hynning, A. H. Neilson, Environ. Sci. Technol. 1991, 25, 1903-1907.
- (1991) Environ. Sci. Technol , vol.25 , pp. 1903-1907
- Remberger, M.¹ Hynning, P.-Å.² Neilson, A.H.³

19
- 35348879685
- P. C. A. Bruijnincx, M. Lutz, J. P. den Breejen, A. L. Spek, G. van Koten, R. J. M. Klein Gebbink, J. Biol. Inorg. Chem. 2007, 12, 1181-1196.
- (2007) J. Biol. Inorg. Chem , vol.12 , pp. 1181-1196
- Bruijnincx, P.C.A.¹ Lutz, M.² den Breejen, J.P.³ Spek, A.L.⁴ van Koten, G.⁵ Klein Gebbink, R.J.M.⁶

20
- 85001163723
- G. B. Deacon, R. J. Phillips, Coord. Chem. Rev. 1980, 33, 227-250.
- (1980) Coord. Chem. Rev , vol.33 , pp. 227-250
- Deacon, G.B.¹ Phillips, R.J.²

21
- 0001340526
- S. P. Gejji, K. Hermansson, J. Lindgren, J. Phys. Chem. 1993, 97, 3712-3715.
- (1993) J. Phys. Chem , vol.97 , pp. 3712-3715
- Gejji, S.P.¹ Hermansson, K.² Lindgren, J.³

22
- 33744929128
- S. Gosiewska, J. L. M. Cornelissen, M. Lutz, A. L. Spek, G. van Koten, R. J. M. Klein Gebbink, Inorg. Chem. 2006, 45, 4214-4227.
- (2006) Inorg. Chem , vol.45 , pp. 4214-4227
- Gosiewska, S.¹ Cornelissen, J.L.M.² Lutz, M.³ Spek, A.L.⁴ van Koten, G.⁵ Klein Gebbink, R.J.M.⁶

23
- 33751386229
- D. H. Johnston, D. F. Shriver, Inorg. Chem. 1993, 32, 1045-1047.
- (1993) Inorg. Chem , vol.32 , pp. 1045-1047
- Johnston, D.H.¹ Shriver, D.F.²

24
- 0001813985
- W. J. Geary, Coord. Chem. Rev. 1971, 7, 81-122.
- (1971) Coord. Chem. Rev , vol.7 , pp. 81-122
- Geary, W.J.¹

25
- 0032941536
- A. Rompel, H. Fischer, D. Meiwes, K. Büldt-Karentzopoulos, R. Dillinger, F. Tuczek, H. Witzel, B. Krebs, J. Biol. Inorg. Chem. 1999, 4, 56-63.
- (1999) J. Biol. Inorg. Chem , vol.4 , pp. 56-63
- Rompel, A.¹ Fischer, H.² Meiwes, D.³ Büldt-Karentzopoulos, K.⁴ Dillinger, R.⁵ Tuczek, F.⁶ Witzel, H.⁷ Krebs, B.⁸

26
- 0000410535
- E. Monzani, L. Quinti, A. Perotti, L. Casella, M. Gullotti, L. Randaccio, S. Geremia, G. Nardin, P. Faleschini, G. Tabbì, Inorg. Chem. 1998, 37, 553-562.
- (1998) Inorg. Chem , vol.37 , pp. 553-562
- Monzani, E.¹ Quinti, L.² Perotti, A.³ Casella, L.⁴ Gullotti, M.⁵ Randaccio, L.⁶ Geremia, S.⁷ Nardin, G.⁸ Faleschini, P.⁹ Tabbì, G.¹⁰

27
- 0000064714
- M. D. Stallings, M. M. Morrison, D. T. Sawyer, Inorg. Chem. 1981, 20, 2655-2660.
- (1981) Inorg. Chem , vol.20 , pp. 2655-2660
- Stallings, M.D.¹ Morrison, M.M.² Sawyer, D.T.³

28
- 0000364219
- S. Harmalker, S. E. Jones, D. T. Sawyer, Inorg. Chem. 1983, 22, 2790-2794.
- (1983) Inorg. Chem , vol.22 , pp. 2790-2794
- Harmalker, S.¹ Jones, S.E.² Sawyer, D.T.³

29
- 0011186495
- J. Reim, B. Krebs, J. Chem. Soc. Dalton Trans. 1997, 3793-3804.
- (1997) J. Chem. Soc. Dalton Trans , pp. 3793-3804
- Reim, J.¹ Krebs, B.²

30
- 0036074914
- S. Torelli, C. Belle, S. Hamman, J.-L. Pierre, E. Saint-Aman, Inorg. Chem. 2002, 41, 3983-3989.
- (2002) Inorg. Chem , vol.41 , pp. 3983-3989
- Torelli, S.¹ Belle, C.² Hamman, S.³ Pierre, J.-L.⁴ Saint-Aman, E.⁵

31
- 0002400327
- J. V. Folgado, R. Ibáñez, E. Coronado, D. Beltrán, J.-M. Savariault, J. Galy. Inorg. Chem. 1988, 27, 19-26.
- (1988) Inorg. Chem , vol.27 , pp. 19-26
- Folgado, J.V.¹ Ibáñez, R.² Coronado, E.³ Beltrán, D.⁴ Savariault, J.-M.⁵ Galy, J.⁶

32
- 0001543514
- C. Fujii, M. Mitsumi, M. Kodera, K.-I. Motoda, M. Ohba, N. Matsumoto, H. Okawa, Polyhedron 1994, 13, 933-938.
- (1994) Polyhedron , vol.13 , pp. 933-938
- Fujii, C.¹ Mitsumi, M.² Kodera, M.³ Motoda, K.-I.⁴ Ohba, M.⁵ Matsumoto, N.⁶ Okawa, H.⁷

33
- 0000569129
- S. Gallert, T. Weyhermüller, K. Wieghardt, P. Chaudhuri, Inorg. Chim. Acta 1998, 274, 111-114.
- (1998) Inorg. Chim. Acta , vol.274 , pp. 111-114
- Gallert, S.¹ Weyhermüller, T.² Wieghardt, K.³ Chaudhuri, P.⁴

34
- 0346341131
- M. Kawahara, M. K. Kabir, K. Yamada, K. Adachi, H. Kumagai, Y. Narumi, K. Kindo, S. Kitagawa, S. Kawata, Inorg. Chem. 2004, 43, 92-100.
- (2004) Inorg. Chem , vol.43 , pp. 92-100
- Kawahara, M.¹ Kabir, M.K.² Yamada, K.³ Adachi, K.⁴ Kumagai, H.⁵ Narumi, Y.⁶ Kindo, K.⁷ Kitagawa, S.⁸ Kawata, S.⁹

35
- 33847087923
- C. G. Pierpont, L. C. Francesconi, D. N. Hendrickson, Inorg. Chem. 1977, 16, 2367-2376.
- (1977) Inorg. Chem , vol.16 , pp. 2367-2376
- Pierpont, C.G.¹ Francesconi, L.C.² Hendrickson, D.N.³

36
- 0004236045
- Wiley-VCH, New York
- O. Kahn, Molecular Magnetism. Wiley-VCH, New York, 1993.
- (1993) Molecular Magnetism
- Kahn, O.¹

37
- 37049079469
- P. Chaudhuri, K. Oder, J. Chem. Soc. Dalton Trans. 1990, 1597-1605.
- (1990) J. Chem. Soc. Dalton Trans , pp. 1597-1605
- Chaudhuri, P.¹ Oder, K.²

38
- 37049096497
- A. W. Addison, T. N. Rao, J. Reedijk, J. van Rijn, G. C. Verschoor, J. Chem. Soc. Dalton Trans. 1984, 1349-1356.
- (1984) J. Chem. Soc. Dalton Trans , pp. 1349-1356
- Addison, A.W.¹ Rao, T.N.² Reedijk, J.³ van Rijn, J.⁴ Verschoor, G.C.⁵

39
- 0346709307
- Y. Akhriff, J. Server-Carrió, A. Sancho, J. García-Lozano, E. Escrivá, J. V. Folgado, L. Soto, Inorg. Chem. 1999, 38, 1174-1185.
- (1999) Inorg. Chem , vol.38 , pp. 1174-1185
- Akhriff, Y.¹ Server-Carrió, J.² Sancho, A.³ García-Lozano, J.⁴ Escrivá, E.⁵ Folgado, J.V.⁶ Soto, L.⁷

40
- 0000260072
- L.-M. Zheng, H. W. Schmalle, S. Ferlay, S. Decurtins, Acta Cryst. Sect. C 1998, 54, 1578-1580.
- (1998) Acta Cryst. Sect. C , vol.54 , pp. 1578-1580
- Zheng, L.-M.¹ Schmalle, H.W.² Ferlay, S.³ Decurtins, S.⁴

41
- 33144460800
- S. Reinoso, P. Vitoria, L. San Felices, L. Lezama, J. Guliérrez-Zorilla, Acta Cryst. Sect. E 2005, 61, m1925 m1927.
- (2005) Acta Cryst. Sect. E , vol.61
- Reinoso, S.¹ Vitoria, P.² San Felices, L.³ Lezama, L.⁴ Guliérrez-Zorilla, J.⁵

42
- 0002032955
- S. Kawata, H. Kumagai, K. Adachi, S. Kitagawa, J. Chem. Soc. Dalton Trans. 2000, 2409-2417.
- (2000) J. Chem. Soc. Dalton Trans , pp. 2409-2417
- Kawata, S.¹ Kumagai, H.² Adachi, K.³ Kitagawa, S.⁴

43
- 0035819346
- H. Börzel, P. Comba, H. Pritzkow, Chem. Commun. 2001, 97-98.
- (2001) Chem. Commun , pp. 97-98
- Börzel, H.¹ Comba, P.² Pritzkow, H.³

44
- 0041850003
- E. H. Alilou, M. Giorgi, M. Pierrot, M. Reglier, Acta Cryst. Sect. C 1992, 48, 1612-1614.
- (1992) Acta Cryst. Sect. C , vol.48 , pp. 1612-1614
- Alilou, E.H.¹ Giorgi, M.² Pierrot, M.³ Reglier, M.⁴

45
- 0026316911
- M. Remberger, P.-Å. Hynning, A. H. Neilson, Ecotoxicol. Environ. Saf. 1991, 22, 320-336.
- (1991) Ecotoxicol. Environ. Saf , vol.22 , pp. 320-336
- Remberger, M.¹ Hynning, P.-Å.² Neilson, A.H.³

46
- 0034236730
- X. Fang, H.-P. Schuchmann, C. von Sonntag, J. Chem. Soc. Perkin Tram. 2 2000, 1391-1398.
- (2000) J. Chem. Soc. Perkin Tram , vol.2 , pp. 1391-1398
- Fang, X.¹ Schuchmann, H.-P.² von Sonntag, C.³

47
- 0001334556
- K. D. Karlin, Y. Gultneh, T. Nicholson, J. Zubieta, Inorg. Chem. 1985, 24, 3727-3729.
- (1985) Inorg. Chem , vol.24 , pp. 3727-3729
- Karlin, K.D.¹ Gultneh, Y.² Nicholson, T.³ Zubieta, J.⁴

48
- 53949106472
- A. Sorokin, J.-L. Séris, B. Meunier, Science 1995, 268, 1161-1166.
- (1995) Science , vol.268 , pp. 1161-1166
- Sorokin, A.¹ Séris, J.-L.² Meunier, B.³

49
- 0037066477
- S. Sen Gupta, M. Stadler, C. A. Noser, A. Ghosh, B. Steinhoff, D. Lenoir, C. P. Horwitz, K.-W. Schramm, T. J. Collins, Science 2002, 296, 326-328.
- (2002) Science , vol.296 , pp. 326-328
- Sen Gupta, S.¹ Stadler, M.² Noser, C.A.³ Ghosh, A.⁴ Steinhoff, B.⁵ Lenoir, D.⁶ Horwitz, C.P.⁷ Schramm, K.-W.⁸ Collins, T.J.⁹

50
- 13144255712
- G. Lente, J. H. Espenson, Green Chem. 2005, 7, 28-34.
- (2005) Green Chem , vol.7 , pp. 28-34
- Lente, G.¹ Espenson, J.H.²

51
- 0037393379
- A. J. M. Duisenberg, L. M. J. Kroon-Batenburg, A. M. M. Schreurs, J. Appl. Crystallogr. 2003, 36, 220-229.
- (2003) J. Appl. Crystallogr , vol.36 , pp. 220-229
- Duisenberg, A.J.M.¹ Kroon-Batenburg, L.M.J.² Schreurs, A.M.M.³

52
- 53949100001
- G. M. Sheldrick, SHELXL-97, Program for crystal structure refinement. University of Göttingen, Göttingen (Germany), 1997.
- G. M. Sheldrick, SHELXL-97, Program for crystal structure refinement. University of Göttingen, Göttingen (Germany), 1997.

53
- 0001792356
- A. L. Spek, J. Appl. Crystallogr. 2003, 36, 7-13.
- (2003) J. Appl. Crystallogr , vol.36 , pp. 7-13
- Spek, A.L.¹

54
- 53949095153
- G. M. Sheldrick, SADABS: Area-Detector Absorption Correction, V2.10, University of Göttingen, Göttingen (Germany), 1999.
- G. M. Sheldrick, SADABS: Area-Detector Absorption Correction, V2.10, University of Göttingen, Göttingen (Germany), 1999.

55
- 0039808618
- The DIRDIF99 program system
- University of Nijmegen. The Netherlands
- P. T. Beurskens, G. Admiraal, G. Beurskens, W. P. Bosman, S. Garcia-Granda, R. O. Gould, J. M. M. Smits, C. Smykalla, The DIRDIF99 program system, Technical Report of the Crystallography Laboratory, University of Nijmegen. The Netherlands, 1999.
- (1999) Technical Report of the Crystallography 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

56
- 0013670239
- R. Herbst-Irmer, G. M. Sheldrick, Acta Cryst. Sect. B 1998, 54, 443-449.
- (1998) Acta Cryst. Sect. B , vol.54 , pp. 443-449
- Herbst-Irmer, R.¹ Sheldrick, G.M.²

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.