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Chemistry - A European Journal

Volumn 21, Issue 10, 2014, Pages 3924-3928

From minutes to years: Predicting organotrifluoroborate solvolysis rates

(6) Liu, Zhibo a Chao, Daniel a Li, Ying a Ting, Richard a Oh, Jihyoon a Perrin, David M a

a UNIVERSITY OF BRITISH COLUMBIA (Canada)

Author keywords

Organotrifluoroborates; Positron emission tomography; Solvolysis; Suzuki Miyaura cross coupling

Indexed keywords

POSITRON EMISSION TOMOGRAPHY; RATE CONSTANTS; SOLVENTS;

ORDERS OF MAGNITUDE; ORGANOTRIFLUOROBORATES; PREDICTIVE VALUES; SOLVOLYSIS; SOLVOLYTIC RATE CONSTANTS; SUZUKI-MIYAURA CROSS-COUPLING; SUZUKI-MIYAURA CROSS-COUPLING REACTION;

CHEMICAL REACTIONS;

BORIC ACID; CARBOXYLIC ACID; CROSS LINKING REAGENT; FLUORINE; WATER;

CHEMISTRY; SOLUBILITY;

BORATES; CARBOXYLIC ACIDS; CROSS-LINKING REAGENTS; FLUORINE RADIOISOTOPES; SOLUBILITY; WATER;

EID: 84943275527 PISSN: 09476539 EISSN: 15213765 Source Type: Journal
DOI: 10.1002/chem.201405829 Document Type: Article

Times cited : (45)

References (53)

1
- 0037167074
- G. Springsteen, B. H. Wang, Tetrahedron 2002, 58, 5291-5300.
- (2002) Tetrahedron , vol.58 , pp. 5291-5300
- Springsteen, G.¹ Wang, B.H.²

2
- 76649086033
- A. Pal, M. Berube, D. G. Hall, Angew. Chem. Int. Ed. 2010, 49, 1492-1495.
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 1492-1495
- Pal, A.¹ Berube, M.² Hall, D.G.³

3
- 77951760766
- Angew. Chem. 2010, 122, 1534-1537.
- (2010) Angew. Chem. , vol.122 , pp. 1534-1537

4
- 80155178883
- S. Schumacher, M. Katterle, C. Hettrich, B. R. Paulke, D. G. Hall, F. W. Scheller, N. Gajovic-Eichelmann, J. Mol. Recognit. 2011, 24, 953-959.
- (2011) J. Mol. Recognit. , vol.24 , pp. 953-959
- Schumacher, S.¹ Katterle, M.² Hettrich, C.³ Paulke, B.R.⁴ Hall, D.G.⁵ Scheller, F.W.⁶ Gajovic-Eichelmann, N.⁷

5
- 84855876297
- J. W. Tomsho, A. Pal, D. G. Hall, S. J. Benkovic, ACS Med. Chem. Lett. 2012, 3, 48-52.
- (2012) ACS Med. Chem. Lett. , vol.3 , pp. 48-52
- Tomsho, J.W.¹ Pal, A.² Hall, D.G.³ Benkovic, S.J.⁴

6
- 0001094491
- K. Ishihara, S. Ohara, H. Yamamoto, J. Org. Chem. 1996, 61, 4196-4197.
- (1996) J. Org. Chem. , vol.61 , pp. 4196-4197
- Ishihara, K.¹ Ohara, S.² Yamamoto, H.³

7
- 42249107680
- R. M. Al-Zoubi, O. Marion, D. G. Hall, Angew. Chem. Int. Ed. 2008, 47, 2876-2879.
- (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 2876-2879
- Al-Zoubi, R.M.¹ Marion, O.² Hall, D.G.³

8
- 77953561276
- Angew. Chem. 2008, 120, 2918-2921.
- (2008) Angew. Chem. , vol.120 , pp. 2918-2921

9
- 67649231343
- I. Georgiou, G. Ilyashenko, A. Whiting, Acc. Chem. Res. 2009, 42, 756-768.
- (2009) Acc. Chem. Res. , vol.42 , pp. 756-768
- Georgiou, I.¹ Ilyashenko, G.² Whiting, A.³

10
- 84881176102
- D. Lee, M. S. Taylor, Org. Biomol. Chem. 2013, 11, 5409-5412.
- (2013) Org. Biomol. Chem. , vol.11 , pp. 5409-5412
- Lee, D.¹ Taylor, M.S.²

11
- 0002511865
- C. R. Cooper, N. Spencer, T. D. James, Chem. Commun. 1998, 1365-1366.
- (1998) Chem. Commun. , pp. 1365-1366
- Cooper, C.R.¹ Spencer, N.² James, T.D.³

12
- 7644241634
- F. Bellina, A. Carpita, R. Rossi, Synthesis 2004, 2419-2440.
- (2004) Synthesis , pp. 2419-2440
- Bellina, F.¹ Carpita, A.² Rossi, R.³

13
- 80052564193
- A. Suzuki, Y. Yamamoto, Chem. Lett. 2011, 40, 894-901.
- (2011) Chem. Lett. , vol.40 , pp. 894-901
- Suzuki, A.¹ Yamamoto, Y.²

14
- 84889001492
- A. J. J. Lennox, G. C. Lloyd-Jones, Chem. Soc. Rev. 2014, 43, 412-443.
- (2014) Chem. Soc. Rev. , vol.43 , pp. 412-443
- Lennox, A.J.J.¹ Lloyd-Jones, G.C.²

15
- 84881380018
- C. Amatore, G. Le Duc, A. Jutand, Chem. Eur. J. 2013, 19, 10082-10093.
- (2013) Chem. Eur. J. , vol.19 , pp. 10082-10093
- Amatore, C.¹ Le Duc, G.² Jutand, A.³

16
- 0000229382
- M. Gravel, C. D. Berube, D. G. Hall, J. Comb. Chem. 2000, 2, 228-231.
- (2000) J. Comb. Chem. , vol.2 , pp. 228-231
- Gravel, M.¹ Berube, C.D.² Hall, D.G.³

17
- 51749104170
- R. Ting, C. W. Harwig, U. auf dem Keller, S. McCormick, P. Austin, C. M. Overall, M. J. Adam, T. J. Ruth, D. M. Perrin, J. Am. Chem. Soc. 2008, 130, 12045-12055.
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 12045-12055
- Ting, R.¹ Harwig, C.W.² Auf Dem-Keller, U.³ McCormick, S.⁴ Austin, P.⁵ Overall, C.M.⁶ Adam, M.J.⁷ Ruth, T.J.⁸ Perrin, D.M.⁹

18
- 42049120286
- R. Ting, J. Lo, M. J. Adam, T. J. Ruth, D. M. Perrin, J. Fluorine Chem. 2008, 129, 349-358.
- (2008) J. Fluorine Chem. , vol.129 , pp. 349-358
- Ting, R.¹ Lo, J.² Adam, M.J.³ Ruth, T.J.⁴ Perrin, D.M.⁵

19
- 84886291721
- Y. Li, Z. B. Liu, J. Lozada, M. Q. Wong, K. S. Lin, D. Yapp, D. M. Perrin, Nucl. Med. Biol. 2013, 40, 959-966.
- (2013) Nucl. Med. Biol. , vol.40 , pp. 959-966
- Li, Y.¹ Liu, Z.B.² Lozada, J.³ Wong, M.Q.⁴ Lin, K.S.⁵ Yapp, D.⁶ Perrin, D.M.⁷

20
- 84893213322
- Z. Liu, N. Hundal-Jabal, M. Wong, D. Yapp, K. S. Lin, F. Benard, D. M. Perrin, MedChemComm 2014, 5, 171-179.
- (2014) MedChemComm , vol.5 , pp. 171-179
- Liu, Z.¹ Hundal-Jabal, N.² Wong, M.³ Yapp, D.⁴ Lin, K.S.⁵ Benard, F.⁶ Perrin, D.M.⁷

21
- 77954846356
- M. Butters, J. N. Harvey, J. Jover, A. J. J. Lennox, G. C. Lloyd-Jones, P. M. Murray, Angew. Chem. Int. Ed. 2010, 49, 5156-5160.
- (2010) Angew. Chem. Int. Ed. , vol.49 , pp. 5156-5160
- Butters, M.¹ Harvey, J.N.² Jover, J.³ Lennox, A.J.J.⁴ Lloyd-Jones, G.C.⁵ Murray, P.M.⁶

22
- 79956071393
- Angew. Chem. 2010, 122, 5282-5286.
- (2010) Angew. Chem. , vol.122 , pp. 5282-5286

23
- 49249152617
- N. Miyaura, K. Yamada, A. Suzuki, Tetrahedron Lett. 1979, 20, 3437-3440.
- (1979) Tetrahedron Lett. , vol.20 , pp. 3437-3440
- Miyaura, N.¹ Yamada, K.² Suzuki, A.³

24
- 34248385279
- G. A. Molander, N. Ellis, Acc. Chem. Res. 2007, 40, 275-286.
- (2007) Acc. Chem. Res. , vol.40 , pp. 275-286
- Molander, G.A.¹ Ellis, N.²

25
- 70349449754
- G. A. Molander, L. N. Cavalcanti, B. Canturk, P. S. Pan, L. E. Kennedy, J. Org. Chem. 2009, 74, 7364-7369.
- (2009) J. Org. Chem. , vol.74 , pp. 7364-7369
- Molander, G.A.¹ Cavalcanti, L.N.² Canturk, B.³ Pan, P.S.⁴ Kennedy, L.E.⁵

26
- 0035945027
- R. A. Batey, T. D. Quach, Tetrahedron Lett. 2001, 42, 9099-9103.
- (2001) Tetrahedron Lett. , vol.42 , pp. 9099-9103
- Batey, R.A.¹ Quach, T.D.²

27
- 84880095538
- A. J. J. Lennox, G. C. Lloyd-Jones, Angew. Chem. Int. Ed. 2013, 52, 7362-7370.
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 7362-7370
- Lennox, A.J.J.¹ Lloyd-Jones, G.C.²

28
- 84891017994
- Angew. Chem. 2013, 125, 7506-7515.
- (2013) Angew. Chem. , vol.125 , pp. 7506-7515

29
- 84860821589
- A. J. J. Lennox, G. C. Lloyd-Jones, J. Am. Chem. Soc. 2012, 134, 7431-7441.
- (2012) J. Am. Chem. Soc. , vol.134 , pp. 7431-7441
- Lennox, A.J.J.¹ Lloyd-Jones, G.C.²

30
- 78650664109
- A. J. J. Lennox, G. C. Lloyd-Jones, Isr. J. Chem. 2010, 50, 664-674.
- (2010) Isr. J. Chem. , vol.50 , pp. 664-674
- Lennox, A.J.J.¹ Lloyd-Jones, G.C.²

31
- 45249104898
- R. Ting, C. Harwig, J. Lo, Y. Li, M. J. Adam, T. J. Ruth, D. M. Perrin, J. Org. Chem. 2008, 73, 4662-4670.
- (2008) J. Org. Chem. , vol.73 , pp. 4662-4670
- Ting, R.¹ Harwig, C.² Lo, J.³ Li, Y.⁴ Adam, M.J.⁵ Ruth, T.J.⁶ Perrin, D.M.⁷

32
- 0000352409
- Y. Okamoto, T. Inukai, H. C. Brown, J. Am. Chem. Soc. 1958, 80, 4969-4972.
- (1958) J. Am. Chem. Soc. , vol.80 , pp. 4969-4972
- Okamoto, Y.¹ Inukai, T.² Brown, H.C.³

33
- 62649085031
- Y. Li, A. Asadi, D. M. Perrin, J. Fluorine Chem. 2009, 130, 377-382.
- (2009) J. Fluorine Chem. , vol.130 , pp. 377-382
- Li, Y.¹ Asadi, A.² Perrin, D.M.³

34
- 80053610897
- Y. Li, R. Ting, C. W. Harwig, U. A. D. Keller, C. L. Bellac, P. F. Lange, J. A. H. Inkster, P. Schaffer, M. J. Adam, T. J. Ruth, C. M. Overall, D. M. Perrin, MedChemComm 2011, 2, 942-949.
- (2011) MedChemComm , vol.2 , pp. 942-949
- Li, Y.¹ Ting, R.² Harwig, C.W.³ Keller, U.A.D.⁴ Bellac, C.L.⁵ Lange, P.F.⁶ Inkster, J.A.H.⁷ Schaffer, P.⁸ Adam, M.J.⁹ Ruth, T.J.¹⁰ Overall, C.M.¹¹ Perrin, D.M.¹²

35
- 84880769280
- Y. Li, Z. Liu, M. Pourghiasian, K.-S. Lin, P. Schaffer, F. Benard, D. M. Perrin, Am. J. Nucl. Med. Mol. Imaging 2013, 3, 57-70.
- (2013) Am. J. Nucl. Med. Mol. Imaging , vol.3 , pp. 57-70
- Li, Y.¹ Liu, Z.² Pourghiasian, M.³ Lin, K.-S.⁴ Schaffer, P.⁵ Benard, F.⁶ Perrin, D.M.⁷

36
- 84878773246
- Y. Li, J. Guo, S. Tang, L. Lang, X. Chen, D. M. Perrin, Am. J. Nucl. Med. Mol. Imaging 2013, 3, 44-56.
- (2013) Am. J. Nucl. Med. Mol. Imaging , vol.3 , pp. 44-56
- Li, Y.¹ Guo, J.² Tang, S.³ Lang, L.⁴ Chen, X.⁵ Perrin, D.M.⁶

37
- 52649118671
- G. A. Molander, B. Canturk, Org. Lett. 2008, 10, 2135-2138.
- (2008) Org. Lett. , vol.10 , pp. 2135-2138
- Molander, G.A.¹ Canturk, B.²

38
- 0000607989
- M. W. Rathke, E. Chao, G. Wu, J. Organomet. Chem. 1976, 122, 145-149.
- (1976) J. Organomet. Chem. , vol.122 , pp. 145-149
- Rathke, M.W.¹ Chao, E.² Wu, G.³

39
- 26844560825
- A. K. L. Yuen, C. A. Hutton, Tetrahedron Lett. 2005, 46, 7899-7903.
- (2005) Tetrahedron Lett. , vol.46 , pp. 7899-7903
- Yuen, A.K.L.¹ Hutton, C.A.²

40
- 0000489264
- CRC, Cleveland
- W. P. Jencks, J. Regenstein, Ionization Constants of Acids and Bases, CRC, Cleveland, 1976.
- (1976) Ionization Constants of Acids and Bases
- Jencks, W.P.¹ Regenstein, J.²

41
- 56649086602
- P. Nockemann, B. Thijs, T. N. Parac-Vogt, K. Van Hecke, L. Van Meervelt, B. Tinant, I. Hartenbach, T. Schleid, V. T. Ngan, M. T. Nguyen, K. Binnemans, Inorg. Chem. 2008, 47, 9987-9999.
- (2008) Inorg. Chem. , vol.47 , pp. 9987-9999
- Nockemann, P.¹ Thijs, B.² Parac-Vogt, T.N.³ Van Hecke, K.⁴ Van Meervelt, L.⁵ Tinant, B.⁶ Hartenbach, I.⁷ Schleid, T.⁸ Ngan, V.T.⁹ Nguyen, M.T.¹⁰ Binnemans, K.¹¹

42
- 1842752288
- G. H. Mansfield, M. C. Whiting, J. Chem. Soc. 1956, 4761-4764.
- (1956) J. Chem. Soc. , pp. 4761-4764
- Mansfield, G.H.¹ Whiting, M.C.²

43
- 0141518566
- D. C. Forbes, M. C. Standen, D. L. Lewis, Org. Lett. 2003, 5, 2283-2286.
- (2003) Org. Lett. , vol.5 , pp. 2283-2286
- Forbes, D.C.¹ Standen, M.C.² Lewis, D.L.³

44
- 0000497191
- R. D. Chambers, H. C. Clark, C. J. Willis, J. Am. Chem. Soc. 1960, 82, 5298-5301.
- (1960) J. Am. Chem. Soc. , vol.82 , pp. 5298-5301
- Chambers, R.D.¹ Clark, H.C.² Willis, C.J.³

45
- 78650000536
- V. V. Levin, A. D. Dilman, P. A. Belyakov, M. I. Struchkova, V. A. Tartakovsky, Tetrahedron Lett. 2011, 52, 281-284.
- (2011) Tetrahedron Lett. , vol.52 , pp. 281-284
- Levin, V.V.¹ Dilman, A.D.² Belyakov, P.A.³ Struchkova, M.I.⁴ Tartakovsky, V.A.⁵

46
- 4444384443
- Z. B. Zhou, H. Matsumoto, K. Tatsumi, Chem. Lett. 2004, 33, 680-681.
- (2004) Chem. Lett. , vol.33 , pp. 680-681
- Zhou, Z.B.¹ Matsumoto, H.² Tatsumi, K.³

47
- 84907010619
- Z. Liu, M. Pourghiasian, F. Benard, J. Pan, K.-S. Lin, D. M. Perrin, J. Nucl. Med. 2014, 55, 1499-1505.
- (2014) J. Nucl. Med. , vol.55 , pp. 1499-1505
- Liu, Z.¹ Pourghiasian, M.² Benard, F.³ Pan, J.⁴ Lin, K.-S.⁵ Perrin, D.M.⁶

48
- 84915758117
- Z. B. Liu, M. Pourghiasian, M. A. Radtke, J. Lau, J. H. Pan, G. M. Dias, D. Yapp, K. S. Lin, F. Benard, D. M. Perrin, Angew. Chem. Int. Ed. 2014, 53, 11876-11880.
- (2014) Angew. Chem. Int. Ed. , vol.53 , pp. 11876-11880
- Liu, Z.B.¹ Pourghiasian, M.² Radtke, M.A.³ Lau, J.⁴ Pan, J.H.⁵ Dias, G.M.⁶ Yapp, D.⁷ Lin, K.S.⁸ Benard, F.⁹ Perrin, D.M.¹⁰

49
- 84943287833
- Angew. Chem. 2014, 126, 12070-12074.
- (2014) Angew. Chem. , vol.126 , pp. 12070-12074

50
- 77955789915
- C. R. Wade, H. Zhao, F. P. Gabbai, Chem. Commun. 2010, 46, 6380-6381.
- (2010) Chem. Commun. , vol.46 , pp. 6380-6381
- Wade, C.R.¹ Zhao, H.² Gabbai, F.P.³

51
- 84902105384
- J. Lozada, Z. B. Liu, D. M. Perrin, J. Org. Chem. 2014, 79, 5365-5368.
- (2014) J. Org. Chem. , vol.79 , pp. 5365-5368
- Lozada, J.¹ Liu, Z.B.² Perrin, D.M.³

52
- 33751155775
- E. Vedejs, R. W. Chapman, S. C. Fields, S. Lin, M. R. Schrimpf, J. Org. Chem. 1995, 60, 3020-3027.
- (1995) J. Org. Chem. , vol.60 , pp. 3020-3027
- Vedejs, E.¹ Chapman, R.W.² Fields, S.C.³ Lin, S.⁴ Schrimpf, M.R.⁵

53
- 0037195743
- G. A. Molander, C. R. Bernardi, J. Org. Chem. 2002, 67, 8424-8429.
- (2002) J. Org. Chem. , vol.67 , pp. 8424-8429
- Molander, G.A.¹ Bernardi, C.R.²

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