SCOPUS 정보 검색 플랫폼

Angewandte Chemie - International Edition

Volumn 53, Issue 26, 2014, Pages 6795-6799

Monobenzofused 1,4-azaborines: Synthesis, characterization, and discovery of a unique coordination mode

(5) Xu, Senmiao a Haeffner, Fredrik a Li, Bo a Zakharov, Lev N b Liu, Shih Yuan a

a BOSTON COLLEGE (United States)

b UNIVERSITY OF OREGON (United States)

Author keywords

Azaborine; BN heterocycle; boron; coordination complex; phosphine

Indexed keywords

BORON; PALLADIUM COMPOUNDS; PHOSPHORUS COMPOUNDS; PLATINUM; X RAY DIFFRACTION ANALYSIS;

AZABORINE; CATALYTIC APPLICATIONS; COORDINATION COMPLEX; HETEROCYCLES; PHOSPHINE; RING CLOSING METATHESIS; SINGLE CRYSTAL X-RAY DIFFRACTION ANALYSIS; SYNTHETIC STRATEGIES;

LIGANDS;

BORON; BORON DERIVATIVE; COORDINATION COMPOUND; HETEROCYCLIC COMPOUND; LIGAND; PALLADIUM;

CHEMISTRY; CONFORMATION; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

AZA COMPOUNDS; BORON; BORON COMPOUNDS; COORDINATION COMPLEXES; CRYSTALLOGRAPHY, X-RAY; LIGANDS; MOLECULAR CONFORMATION; PALLADIUM;

EID: 84903317753 PISSN: 14337851 EISSN: 15213773 Source Type: Journal
DOI: 10.1002/anie.201403903 Document Type: Article

Times cited : (66)

References (65)

1
- 45749143934
- Z. Liu, T. B. Marder, Angew. Chem. 2008, 120, 248-250
- (2008) Angew. Chem. , vol.120 , pp. 248-250
- Liu, Z.¹ Marder, T.B.²

2
- 38049038327
- Angew. Chem. Int. Ed. 2008, 47, 242-244
- (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 242-244

3
- 66149186390
- M. J. D. Bosdet, W. E. Piers, Can. J. Chem. 2009, 87, 8-29
- (2009) Can. J. Chem. , vol.87 , pp. 8-29
- Bosdet, M.J.D.¹ Piers, W.E.²

4
- 84867532680
- P. G. Campbell, A. J. V. Marwitz, S.-Y. Liu, Angew. Chem. 2012, 124, 6178-6197
- (2012) Angew. Chem. , vol.124 , pp. 6178-6197
- Campbell, P.G.¹ Marwitz, A.J.V.² Liu, S.-Y.³

5
- 84862579262
- Angew. Chem. Int. Ed. 2012, 51, 6074-6092.
- (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 6074-6092

6
- 37049060355
- M. J. S. Dewar, V. P. Kubba, R. Pettit, J. Chem. Soc. 1958, 3073-3076
- (1958) J. Chem. Soc. , pp. 3073-3076
- Dewar, M.J.S.¹ Kubba, V.P.² Pettit, R.³

7
- 37049041341
- M. J. S. Dewar, R. Dietz, J. Chem. Soc. 1959, 2728-2730
- (1959) J. Chem. Soc. , pp. 2728-2730
- Dewar, M.J.S.¹ Dietz, R.²

8
- 0011424179
- M. J. S. Dewar, P. A. Marr, J. Am. Chem. Soc. 1962, 84, 3782.
- (1962) J. Am. Chem. Soc. , vol.84 , pp. 3782
- Dewar, M.J.S.¹ Marr, P.A.²

9
- 0001049461
- A. J. Ashe III, X. Fang, Org. Lett. 2000, 2, 2089-2091
- (2000) Org. Lett. , vol.2 , pp. 2089-2091
- Ashe III, A.J.¹ Fang, X.²

10
- 0035843074
- A. J. Ashe III, X. Fang, X. Fang, J. W. Kampf, Organometallics 2001, 20, 5413-5418
- (2001) Organometallics , vol.20 , pp. 5413-5418
- Ashe III, A.J.¹ Fang, X.² Fang, X.³ Kampf, J.W.⁴

11
- 70349970401
- A. N. Lamm, S.-Y. Liu, Mol. BioSyst. 2009, 5, 1303-1305
- (2009) Mol. BioSyst. , vol.5 , pp. 1303-1305
- Lamm, A.N.¹ Liu, S.-Y.²

12
- 74549197900
- A. J. V. Marwitz, S. P. McClintock, L. N. Zakharov, S.-Y. Liu, Chem. Commun. 2010, 46, 779-781
- (2010) Chem. Commun. , vol.46 , pp. 779-781
- Marwitz, A.J.V.¹ McClintock, S.P.² Zakharov, L.N.³ Liu, S.-Y.⁴

13
- 78149353732
- T. Taniguchi, S. Yamaguchi, Organometallics 2010, 29, 5732-5735
- (2010) Organometallics , vol.29 , pp. 5732-5735
- Taniguchi, T.¹ Yamaguchi, S.²

14
- 84862659777
- A. N. Lamm, E. B. Garner, D. A. Dixon, S.-Y. Liu, Angew. Chem. 2011, 123, 8307-8310
- (2011) Angew. Chem. , vol.123 , pp. 8307-8310
- Lamm, A.N.¹ Garner, E.B.² Dixon, D.A.³ Liu, S.-Y.⁴

15
- 80051750804
- Angew. Chem. Int. Ed. 2011, 50, 8157-8160
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 8157-8160

16
- 83055186796
- T. Hatakeyama, S. Hashimoto, S. Seki, M. Nakamura, J. Am. Chem. Soc. 2011, 133, 18614-18617
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 18614-18617
- Hatakeyama, T.¹ Hashimoto, S.² Seki, S.³ Nakamura, M.⁴

17
- 84863116193
- A. J. V. Marwitz, A. N. Lamm, L. N. Zakharov, M. Vasiliu, D. A. Dixon, S. Y. Liu, Chem. Sci. 2012, 3, 825-829
- (2012) Chem. Sci. , vol.3 , pp. 825-829
- Marwitz, A.J.V.¹ Lamm, A.N.² Zakharov, L.N.³ Vasiliu, M.⁴ Dixon, D.A.⁵ Liu, S.Y.⁶

18
- 84880091151
- D. H. Knack, J. L. Marshall, G. P. Harlow, A. Dudzik, M. Szaleniec, S. Y. Liu, J. Heider, Angew. Chem. 2013, 125, 2660-2662
- (2013) Angew. Chem. , vol.125 , pp. 2660-2662
- Knack, D.H.¹ Marshall, J.L.² Harlow, G.P.³ Dudzik, A.⁴ Szaleniec, M.⁵ Liu, S.Y.⁶ Heider, J.⁷

19
- 84874248113
- Angew. Chem. Int. Ed. 2013, 52, 2599-2601
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 2599-2601

20
- 84896454750
- J. S. Lu, S. B. Ko, N. R. Walters, Y. Kang, F. Sauriol, S. Wang, Angew. Chem. 2013, 125, 4642-4646
- (2013) Angew. Chem. , vol.125 , pp. 4642-4646
- Lu, J.S.¹ Ko, S.B.² Walters, N.R.³ Kang, Y.⁴ Sauriol, F.⁵ Wang, S.⁶

21
- 84876478176
- Angew. Chem. Int. Ed. 2013, 52, 4544-4548
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 4544-4548

22
- 84903292110
- G. E. Rudebusch, L. N. Zakharov, S.-Y. Liu, Angew. Chem. 2013, 125, 9486-9489
- (2013) Angew. Chem. , vol.125 , pp. 9486-9489
- Rudebusch, G.E.¹ Zakharov, L.N.² Liu, S.-Y.³

23
- 84882933852
- Angew. Chem. Int. Ed. 2013, 52, 9316-9319.
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 9316-9319

24
- 83755168249
- S. Xu, L. N. Zakharov, S.-Y. Liu, J. Am. Chem. Soc. 2011, 133, 20152-20155
- (2011) J. Am. Chem. Soc. , vol.133 , pp. 20152-20155
- Xu, S.¹ Zakharov, L.N.² Liu, S.-Y.³

25
- 84903292111
- S. Xu, T. C. Mikulas, L. N. Zakharov, D. A. Dixon, S.-Y. Liu, Angew. Chem. 2013, 125, 7675-7679
- (2013) Angew. Chem. , vol.125 , pp. 7675-7679
- Xu, S.¹ Mikulas, T.C.² Zakharov, L.N.³ Dixon, D.A.⁴ Liu, S.-Y.⁵

26
- 84880127094
- Angew. Chem. Int. Ed. 2013, 52, 7527-7531.
- (2013) Angew. Chem. Int. Ed. , vol.52 , pp. 7527-7531

27
- 37049082077
- M. Kranz, F. Hampel, T. Clark, J. Chem. Soc. Chem. Commun. 1992, 1247-1248
- (1992) J. Chem. Soc. Chem. Commun. , pp. 1247-1248
- Kranz, M.¹ Hampel, F.² Clark, T.³

28
- 67549142444
- T. Agou, M. Sekine, J. Kobayashi, T. Kawashima, Chem. Commun. 2009, 1894-1896
- (2009) Chem. Commun. , pp. 1894-1896
- Agou, T.¹ Sekine, M.² Kobayashi, J.³ Kawashima, T.⁴

29
- 77952687098
- T. Agou, H. Arai, T. Kawashima, Chem. Lett. 2010, 39, 612-613.
- (2010) Chem. Lett. , vol.39 , pp. 612-613
- Agou, T.¹ Arai, H.² Kawashima, T.³

30
- 84876482521
- H. Braunschweig, A. Damme, J. O. Jimenez-Halla, B. Pfaffinger, K. Radacki, J. Wolf, Angew. Chem. 2012, 124, 10177-10180
- (2012) Angew. Chem. , vol.124 , pp. 10177-10180
- Braunschweig, H.¹ Damme, A.² Jimenez-Halla, J.O.³ Pfaffinger, B.⁴ Radacki, K.⁵ Wolf, J.⁶

31
- 84866997227
- Angew. Chem. Int. Ed. 2012, 51, 10034-10037.
- (2012) Angew. Chem. Int. Ed. , vol.51 , pp. 10034-10037

32
- 36348943025
- A. J. V. Marwitz, E. R. Abbey, J. T. Jenkins, L. N. Zakharov, S.-Y. Liu, Org. Lett. 2007, 9, 4905-4908
- (2007) Org. Lett. , vol.9 , pp. 4905-4908
- Marwitz, A.J.V.¹ Abbey, E.R.² Jenkins, J.T.³ Zakharov, L.N.⁴ Liu, S.-Y.⁵

33
- 84883262461
- E. R. Abbey, A. N. Lamm, A. W. Baggett, L. N. Zakharov, S.-Y. Liu, J. Am. Chem. Soc. 2013, 135, 12908-12913.
- (2013) J. Am. Chem. Soc. , vol.135 , pp. 12908-12913
- Abbey, E.R.¹ Lamm, A.N.² Baggett, A.W.³ Zakharov, L.N.⁴ Liu, S.-Y.⁵

34
- 21644490366
- S. Krompiec, M. Pigulla, M. Krompiec, B. Marciniec, D. Chadyniak, J. Mol. Catal. A 2005, 237, 17-25.
- (2005) J. Mol. Catal. A , vol.237 , pp. 17-25
- Krompiec, S.¹ Pigulla, M.² Krompiec, M.³ Marciniec, B.⁴ Chadyniak, D.⁵

35
- 0001698392
- The presence of an electron-rich N-vinyl group could be problematic for the RCM reaction because of possible formation of a stable Fisher-type carbene complex, see:, Z. Wu, S. T. Nguyen, R. H. Grubbs, J. W. Ziller, J. Am. Chem. Soc. 1995, 117, 5503-5511.
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 5503-5511
- Wu, Z.¹ Nguyen, S.T.² Grubbs, R.H.³ Ziller, J.W.⁴

36
- 0000535557
- S. S. Kinderman, J. H. vanMaarseveen, H. E. Schoemaker, H. Hiemstra, F. P. J. T. Rutjes, Org. Lett. 2001, 3, 2045-2048
- (2001) Org. Lett. , vol.3 , pp. 2045-2048
- Kinderman, S.S.¹ Vanmaarseveen, J.H.² Schoemaker, H.E.³ Hiemstra, H.⁴ Rutjes, F.P.J.T.⁵

37
- 33750490398
- M. L. Bennasar, T. Roca, M. Monerris, D. García-Díaz, J. Org. Chem. 2006, 71, 7028-7034
- (2006) J. Org. Chem. , vol.71 , pp. 7028-7034
- Bennasar, M.L.¹ Roca, T.² Monerris, M.³ García-Díaz, D.⁴

38
- 33646946173
- M. Arisawa, Y. Terada, K. Takahashi, M. Nakagawa, A. Nishida, J. Org. Chem. 2006, 71, 4255-4261.
- (2006) J. Org. Chem. , vol.71 , pp. 4255-4261
- Arisawa, M.¹ Terada, Y.² Takahashi, K.³ Nakagawa, M.⁴ Nishida, A.⁵

39
- 84859623883
- Z. M. Hudson, B. A. Blight, S. Wang, Org. Lett. 2012, 14, 1700-1703.
- (2012) Org. Lett. , vol.14 , pp. 1700-1703
- Hudson, Z.M.¹ Blight, B.A.² Wang, S.³

40
- 4043130997
- F. R. Hartley, Chem. Rev. 1969, 69, 799-844
- (1969) Chem. Rev. , vol.69 , pp. 799-844
- Hartley, F.R.¹

41
- 80054989539
- N. Weding, M. Hapke, Chem. Soc. Rev. 2011, 40, 4525-4538
- (2011) Chem. Soc. Rev. , vol.40 , pp. 4525-4538
- Weding, N.¹ Hapke, M.²

42
- 0000987672
- W. D. Harman, Chem. Rev. 1997, 97, 1953-1978.
- (1997) Chem. Rev. , vol.97 , pp. 1953-1978
- Harman, W.D.¹

43
- 0037138687
- J. Yin, M. P. Rainka, X. X. Zhang, S. L. Buchwald, J. Am. Chem. Soc. 2002, 124, 1162-1163
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 1162-1163
- Yin, J.¹ Rainka, M.P.² Zhang, X.X.³ Buchwald, S.L.⁴

44
- 0038788901
- S. M. Reid, R. C. Boyle, J. T. Mague, M. J. Fink, J. Am. Chem. Soc. 2003, 125, 7816-7817
- (2003) J. Am. Chem. Soc. , vol.125 , pp. 7816-7817
- Reid, S.M.¹ Boyle, R.C.² Mague, J.T.³ Fink, M.J.⁴

45
- 4544372693
- S. D. Walker, T. E. Barder, J. R. Martinelli, S. L. Buchwald, Angew. Chem. 2004, 116, 1907-1912
- (2004) Angew. Chem. , vol.116 , pp. 1907-1912
- Walker, S.D.¹ Barder, T.E.² Martinelli, J.R.³ Buchwald, S.L.⁴

46
- 3042654141
- Angew. Chem. Int. Ed. 2004, 43, 1871-1876
- (2004) Angew. Chem. Int. Ed. , vol.43 , pp. 1871-1876

47
- 16844367937
- T. E. Barder, S. D. Walker, J. R. Martinelli, S. L. Buchwald, J. Am. Chem. Soc. 2005, 127, 4685-4696.
- (2005) J. Am. Chem. Soc. , vol.127 , pp. 4685-4696
- Barder, T.E.¹ Walker, S.D.² Martinelli, J.R.³ Buchwald, S.L.⁴

48
- 77955040621
- H. Braunschweig, R. D. Dewhurst, A. Schneider, Chem. Rev. 2010, 110, 3924-3957
- (2010) Chem. Rev. , vol.110 , pp. 3924-3957
- Braunschweig, H.¹ Dewhurst, R.D.² Schneider, A.³

49
- 84855846760
- D. J. Emslie, B. E. Cowie, K. B. Kolpin, Dalton Trans. 2012, 41, 1101-1117.
- (2012) Dalton Trans. , vol.41 , pp. 1101-1117
- Emslie, D.J.¹ Cowie, B.E.² Kolpin, K.B.³

50
- 0001658950
- M. M. Olmstead, P. P. Power, K. J. Weese, R. J. Doedens, J. Am. Chem. Soc. 1987, 109, 2541-2542
- (1987) J. Am. Chem. Soc. , vol.109 , pp. 2541-2542
- Olmstead, M.M.¹ Power, P.P.² Weese, K.J.³ Doedens, R.J.⁴

51
- 0001547313
- K. S. Cook, W. E. Piers, S. J. Rettig, Organometallics 1999, 18, 1575-1577
- (1999) Organometallics , vol.18 , pp. 1575-1577
- Cook, K.S.¹ Piers, W.E.² Rettig, S.J.³

52
- 0035802148
- K. S. Cook, W. E. Piers, T. K. Woo, R. McDonald, Organometallics 2001, 20, 3927-3937
- (2001) Organometallics , vol.20 , pp. 3927-3937
- Cook, K.S.¹ Piers, W.E.² Woo, T.K.³ McDonald, R.⁴

53
- 0037093986
- K. S. Cook, W. E. Piers, R. McDonald, J. Am. Chem. Soc. 2002, 124, 5411-5418.
- (2002) J. Am. Chem. Soc. , vol.124 , pp. 5411-5418
- Cook, K.S.¹ Piers, W.E.² McDonald, R.³

54
- 84903292112
- 2], 990259 (8h), 979025 (10), 977460 (11), 977857 (14), 978486 (15), 986967 (S16a), and 986966 (S16b) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via
- 2], 990259 (8h), 979025 (10), 977460 (11), 977857 (14), 978486 (15), 986967 (S16a), and 986966 (S16b) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data- request/cif.

55
- 20544433165
- A. Bondi, J. Phys. Chem. 1964, 68, 441-451.
- (1964) J. Phys. Chem. , vol.68 , pp. 441-451
- Bondi, A.¹

56
- 66149121377
- M. Mantina, A. C. Chamberlin, R. Valero, C. J. Cramer, D. G. Truhlar, J. Phys. Chem. A 2009, 113, 5806-5812.
- (2009) J. Phys. Chem. A , vol.113 , pp. 5806-5812
- Mantina, M.¹ Chamberlin, A.C.² Valero, R.³ Cramer, C.J.⁴ Truhlar, D.G.⁵

57
- 57549091568
- M. Sircoglou, S. Bontemps, G. Bouhadir, N. Saffon, K. Miqueu, W. Gu, M. Mercy, C. H. Chen, B. M. Foxman, L. Maron, O. V. Ozerov, D. Bourissou, J. Am. Chem. Soc. 2008, 130, 16729-16738
- (2008) J. Am. Chem. Soc. , vol.130 , pp. 16729-16738
- Sircoglou, M.¹ Bontemps, S.² Bouhadir, G.³ Saffon, N.⁴ Miqueu, K.⁵ Gu, W.⁶ Mercy, M.⁷ Chen, C.H.⁸ Foxman, B.M.⁹ Maron, L.¹⁰ Ozerov, O.V.¹¹ Bourissou, D.¹²

58
- 80053487843
- H. Braunschweig, A. Damme, T. Kupfer, Angew. Chem. 2011, 123, 7317-7320
- (2011) Angew. Chem. , vol.123 , pp. 7317-7320
- Braunschweig, H.¹ Damme, A.² Kupfer, T.³

59
- 79960650648
- Angew. Chem. Int. Ed. 2011, 50, 7179-7182
- (2011) Angew. Chem. Int. Ed. , vol.50 , pp. 7179-7182

60
- 84866451447
- H. Braunschweig, P. Brenner, R. D. Dewhurst, I. Krummenacher, B. Pfaffinger, A. Vargas, Nat. Commun. 2012, 3, 872.
- (2012) Nat. Commun. , vol.3 , pp. 872
- Braunschweig, H.¹ Brenner, P.² Dewhurst, R.D.³ Krummenacher, I.⁴ Pfaffinger, B.⁵ Vargas, A.⁶

61
- 69549132306
- See Supporting information for the calculated partial charges for 8g and C8g. The localization of negative charge on the carbon atom neighboring the boron atom is also observed for the 1,2-azaborine system, see:, A. J. V. Marwitz, M. H. Matus, L. N. Zakharov, D. A. Dixon, S.-Y. Liu, Angew. Chem. 2009, 121, 991-995
- (2009) Angew. Chem. , vol.121 , pp. 991-995
- Marwitz, A.J.V.¹ Matus, M.H.² Zakharov, L.N.³ Dixon, D.A.⁴ Liu, S.-Y.⁵

62
- 58349116433
- Angew. Chem. Int. Ed. 2009, 48, 973-977.
- (2009) Angew. Chem. Int. Ed. , vol.48 , pp. 973-977

63
- 5244306091
- Y. Matsumoto, M. Naito, T. Hayashi, Organometallics 1992, 11, 2732-2734
- (1992) Organometallics , vol.11 , pp. 2732-2734
- Matsumoto, Y.¹ Naito, M.² Hayashi, T.³

64
- 37049072134
- Y. Matsumoto, M. Naito, Y. Uozumi, T. Hayashi, J. Chem. Soc. Chem. Commun. 1993, 1468-1469
- (1993) J. Chem. Soc. Chem. Commun. , pp. 1468-1469
- Matsumoto, Y.¹ Naito, M.² Uozumi, Y.³ Hayashi, T.⁴

65
- 0033947876
- T. Hayashi, Acc. Chem. Res. 2000, 33, 354-362.
- (2000) Acc. Chem. Res. , vol.33 , pp. 354-362
- Hayashi, T.¹

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.