Platinum trans-bis(borirene) complexes displaying coplanarity and communication across a platinum metal center

Chemistry - A European Journal

Volumn 21, Issue 6, 2015, Pages 2377-2386

  Braunschweig, Holger ^a   Damme, Alexander ^a   Dewhurst, Rian D ^a   Kelch, Hauke ^a   Macha, Bret B ^a   Radacki, Krzysztof ^a   Vargas, Alfredo ^b   Ye, Qing ^a  

^a UNIVERSITY OF WÜRZBURG   (Germany)

^b UNIVERSITY OF SUSSEX   (United Kingdom)

Author keywords

Borirene; Boron; Density functional theory; Platinum; UV Vis spectroscopy

Indexed keywords

BORON; CHROMIUM COMPOUNDS; COMPLEXATION; DENSITY FUNCTIONAL THEORY; PHOTOLYSIS; PLATINUM; TRANSITION METALS; ULTRAVIOLET VISIBLE SPECTROSCOPY; X RAY DIFFRACTION;

BORIRENE; ELECTRONIC CHARACTERIZATION; METAL INTERACTIONS; PHOTOPHYSICAL; PLATINUM COMPLEXES; SINGLE CRYSTAL X-RAY DIFFRACTION; THREE-MEMBERED RINGS; UV/ VIS SPECTROSCOPY;

PLATINUM METALS;

EID: 85027954327     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201405803     Document Type: Article

References (113)

1. a) N. Matsumi, K. Naka, Y. Chujo, J. Am. Chem. Soc. 1998, 120, 5112-5113;
2. b) T. Noda, H. Ogawa, Y. Shirota, Adv. Mater. 1999, 11, 283-285;
3. c) Y. Shirota, M. Kinoshita, T. Noda, K. Okumoto, T. Ohara, J. Am. Chem. Soc. 2000, 122, 11021-11022;
4. d) C. D. Entwistle, T. B. Marder, Angew. Chem. Int. Ed. 2002, 41, 2927-2931;
5. Angew. Chem. 2002, 114, 3051-3056;
6. e) C. D. Entwistle, T. B. Marder, Chem. Mater. 2004, 16, 4574-4585;
7. f) Y. Qin, G. L. Cheng, O. Achara, K. Parab, F. Jäle, Macromolecules 2004, 37, 7123-7131;
8. g) F. Jäle, Coord. Chem. Rev. 2006, 250, 1107-1121;
9. h) C.-H. Zhao, A. Wakamiya, Y. Inukai, S. Yamaguchi, J. Am. Chem. Soc. 2006, 128, 15934-15935;
10. i) J. B. Heilmann, M. Scheibitz, Y. Qin, A. Sundararaman, F. Jäle, T. Kretz, M. Bolte, H.-W. Lerner, M. C. Holthausen, M. Wagner, Angew. Chem. Int. Ed. 2006, 45, 920-925;
11. Angew. Chem. 2006, 118, 934-939;
12. j) M. Haussler, B. Z. Tang, Adv. Polym. Sci. 2007, 209, 1-58;
13. k) A. Wakamiya, K. Mori, S. Yamaguchi, Angew. Chem. Int. Ed. 2007, 46, 4273-4276;
14. Angew. Chem. 2007, 119, 4351-4354;
15. l) M. Elbing, G. C. Bazan, Angew. Chem. Int. Ed. 2008, 47, 834-838;
16. Angew. Chem. 2008, 120, 846-850;
17. m) Y. Kim, F. P. Gabbaï J. Am. Chem. Soc. 2009, 131, 3363-3369;
18. n) C. R. Wade, A. E. J. Broomsgrove, S. Aldridge, F. P. Gabbaidie; Chem. Rev. 2010, 110, 3958-3984;
19. o) A. Iida, S. Yamaguchi, J. Am. Chem. Soc. 2011, 133, 6952-6955;
20. p) Z. M. Hudson, S. Wang, Dalton Trans. 2011, 40, 7805-7816;
21. q) A. G. Crawford, A. D. Dwyer, Z. Liu, A. Steffen, A. Beeby, L.-O. Palsson, D. J. Tozer, T. B. Marder, J. Am. Chem. Soc. 2011, 133, 13349-13362;
22. r) Z. Liu, Y. Wang, Y. Chen, J. Liu, Q. Fang, C. Kleeberg, T. B. Marder, J. Org. Chem. 2012, 77, 7124-7128;
23. s) K. Tanaka, Y. Chujo, Macromol. Rapid Commun. 2012, 33, 1235-1255;
24. t) S. Saito, K. Matsuo, S. Yamaguchi, J. Am. Chem. Soc. 2012, 134, 9130-9133;
25. u) C. Hoffend, F. Schc¸del, M. Bolte, H.-W. Lerner, M. Wagner, Chem. Eur. J. 2012, 18, 15394-15405.
26. a) S. M. van der Kerk, P. H. M. Budzelaar, A. van der Kerk-van Hoof, G. J. M. van der Kerk, P. von R. Schleyer, Angew. Chem. Int. Ed. Engl. 1983, 22, 48;
27. Angew. Chem. 1983, 95, 61;
28. b) C. Habben, A. Meller, Chem. Ber. 1984, 117, 2531-2537;
29. c) B. Pachaly, R. West, Angew. Chem. Int. Ed. Engl. 1984, 23, 454-455;
30. Angew. Chem. 1984, 96, 444-445;
31. d) C. Pues, A. Berndt, Angew. Chem. Int. Ed. Engl. 1984, 23, 313-314;
32. Angew. Chem. 1984, 96, 306-307;
33. e) J. J. Eisch, B. Shafii, A. L. Rheingold, J. Am. Chem. Soc. 1987, 109, 2526-2528;
34. f) J. J. Eisch, B. Shafii, J. D. Odom, A. L. Rheingold, J. Am. Chem. Soc. 1990, 112, 1847-1853.
35. a) R. Breslow, J. Am. Chem. Soc. 1957, 79, 5318;
36. b) K. Komatsu, T. Kitagawa, Chem. Rev. 2003, 103, 1371-1428.
37. a) J. J. Eisch, Adv. Organomet. Chem. 1996, 39, 355-391;
38. b) G. C. Fu, Adv. Organomet. Chem. 2001, 47, 101-119;
39. c) H. Braunschweig, I. Krummenacher, J. Wahler, Adv. Organomet. Chem. 2013, 61, 1-53.
40. a) H. Braunschweig, C. Kollann, D. Rais, Angew. Chem. Int. Ed. 2006, 45, 5254-5274;
41. Angew. Chem. 2006, 118, 5380-5400;
42. b) C. E. Anderson, H. Braunschweig, R. D. Dewhurst, Organometallics 2008, 27, 6381-6389;
43. c) D. Vidovic, G. A. Pierce, S. Aldridge, Chem. Commun. 2009, 1157-1171;
44. d) H. Braunschweig, R. D. Dewhurst, A. Schneider, Chem. Rev. 2010, 110, 3924-3957.
45. a) H. Braunschweig, Angew. Chem. Int. Ed. 1998, 37, 1786-1801;
46. Angew. Chem. 1998, 110, 1882-1898;
47. b) H. Braunschweig, C. Kollann, U. Englert, Angew. Chem. Int. Ed. 1998, 37, 3179-3180;
48. Angew. Chem. 1998, 110, 3355-3357;
49. c) H. Braunschweig, M. Colling, Eur. J. Inorg. Chem. 2003, 393-403;
50. d) H. Braunschweig, Adv. Organomet. Chem. 2004, 51, 163-192;
51. e) B. Blank, H. Braunschweig, M. Colling-Hendelkens, C. Kollann, K. Radacki, D. Rais, K. Uttinger, G. R. Whittell, Chem. Eur. J. 2007, 13, 4770-4781;
52. f) H. Braunschweig, I. Fernandez, G. Frenking, K. Radacki, F. Seeler, Angew. Chem. Int. Ed. 2007, 46, 5215-5218;
53. Angew. Chem. 2007, 119, 5307-5310;
54. g) K. H. Fischer, M. Schneider, I. Fischer, B. Pfaffinger, H. Braunschweig, B. Sztáay, A. Bodi, Chem. Eur. J. 2012, 18, 4533-4540.
55. a) H. Braunschweig, T. Herbst, D. Rais, F. Seeler, Angew. Chem. Int. Ed. 2005, 44, 7461-7463;
56. Angew. Chem. 2005, 117, 7627-7629;
57. b) H. Braunschweig, T. Herbst, D. Rais, S. Ghosh, T. Kupfer, K. Radacki, A. G. Crawford, R. M. Ward, T. B. Marder, I. Fernandez, G. Frenking, J. Am. Chem. Soc. 2009, 131, 8989-8999;
58. c) H. Braunschweig, Q. Ye, K. Radacki, Chem. Commun. 2009, 6979-6981;
59. e) H. Braunschweig, Q. Ye, K. Radacki, P. Brenner, Inorg. Chem. 2011, 50, 62-71;
60. d) H. Braunschweig, Q. Ye, A. Damme, T. Kupfer, K. Radacki, J. Wolf, Angew. Chem. Int. Ed. 2011, 50, 9462-9466;
61. Angew. Chem. 2011, 123, 9634-9638;
62. f) H. Braunschweig, Q. Ye, K. Radacki, T. Kupfer, Dalton Trans. 2011, 40, 3666-3670;
63. g) H. Braunschweig, A. Damme, R. D. Dewhurst, S. Ghosh, T. Kramer, B. Pfaffinger, K. Radacki, A. Vargas, J. Am. Chem. Soc. 2013, 135, 1903-1911;
64. h) H. Braunschweig, R. D. Dewhurst, K. Radacki, C. W. Tate, A. Vargas, Angew. Chem. Int. Ed. 2014, 53, 6263-6266;
65. Angew. Chem. 2014, 126, 6378-6381.
66. a) Y. Chujo, I. Tomita, N. Murata, H. Mauermann, T. Saegusa, Macromolecules 1992, 25, 27-32;
67. b) Y. Chujo, I. Tomita, T. Saegusa, Polym. Bull. 1993, 31, 547-552;
68. c) Y. Chujo, I. Tomita, T. Saegusa, Polym. Bull. 1993, 31, 553-558;
69. d) Y. Chujo, I. Tomita, T. Saegusa, Macromolecules 1994, 27, 6714-6717;
70. e) N. Matsumi, K. Naka, Y. Chujo, J. Am. Chem. Soc. 1998, 120, 10776-10777;
71. f) N. Matsumi, K. Kotera, K. Naka, Y. Chujo, Macromolecules 1998, 31, 3155-3157;
72. g) N. Matsumi, K. Naka, Y. Chujo, Polym. J. 1998, 30, 833-837;
73. h) N. Matsumi, M. Miyata, Y. Chujo, Macromolecules 1999, 32, 4467-4469;
74. i) N. Matsumi, K. Kotera, Y. Chujo, Macromolecules 2000, 33, 2801-2806;
75. j) N. Matsumi, T. Umeyama, Y. Chujo, Macromolecules 2000, 33, 3956-3957;
76. k) N. Matsumi, Y. Chujo, Macromolecules 2000, 33, 8146-8148;
77. l) N. Matsumi, Y. Chujo, Polym. J. 2001, 33, 383-386;
78. m) N. Matsumi, T. Umeyama, Y. Chujo, Macromolecules 2001, 34, 3510-3511;
79. n) M. Miyata, N. Matsumi, Y. Chujo, Macromolecules 2001, 34, 7331-7335;
80. o) F. Matsumoto, N. Matsumi, Y. Chujo, Polym. Bull. 2001, 46, 257-262;
81. p) N. Matsumi, Y. Chujo, O. Lavastre, P. H. Dixneuf, Organometallics 2001, 20, 2425-2427;
82. q) A. Sundararaman, M. Victor, R. Varughese, F. Jäkle, J. Am. Chem. Soc. 2005, 127, 13748-13749;
83. r) N. Matsumi, Y. Chujo, Polym. J. 2008, 40, 77-89;
84. s) F. Jäle, Chem. Rev. 2010, 110, 3985-4022.
85. a) K. Sonogashira, S. Takahashi, N. Hagihara, Macromolecules 1977, 10, 879-880;
86. b) S. Takahashi, M. Kariya, T. Yakate, K. Sonogashira, N. Hagihara, Macromolecules 1978, 11, 1063-1066;
87. c) M. S. Khan, A. K. Kakkar, N. J. Long, J. Lewis, P. Raithby, P. Nguyen, T. B. Marder, F. Wittmann, R. H. Friend, J. Mater. Chem. 1994, 4, 1227-1232;
88. d) P. Nguyen, G. Lesley, T. B. Marder, I. Ledoux, J. Zuss, Chem. Mater. 1997, 9, 406-408;
89. e) M.-H. Nguyen, J. H. K. Yip, Organometallics 2012, 31, 7522-7531;
90. f) N. Wang, S.-B. Ko, J.-S. Lu, L. D. Chen, S. Wang, Chem. Eur. J. 2013, 19, 5314-5323;
91. g) M. Parthey, K. B. Vincent, M. Renz, P. A. Schauer, D. S. Yufit, J. A. K. Howard, M. Kaupp, P. J. Low, Inorg. Chem. 2014, 53, 1544-1554.
92. a) I. Bejan, D. Scheschkewitz, Angew. Chem. Int. Ed. 2007, 46, 5783-5786;
93. Angew. Chem. 2007, 119, 5885-5888;
94. b) J. Jeck, I. Bejan, A. J. P. White, D. Nied, F. Breher, D. Scheschkewitz, J. Am. Chem. Soc. 2010, 132, 17306-17315.
95. a) H. Braunschweig, V. Dyakonov, B. Engels, Z. Falk, C. Hc¸rl, J. H. Klein, T. Kramer, H. Kraus, I. Krummenacher, C. Lambert, C. Walter, Angew. Chem. Int. Ed. 2013, 52, 12852-12855;
96. Angew. Chem. 2013, 125, 13088-13092;
97. b) H. Braunschweig, R. D. Dewhurst, C. Hc¸rl, A. K. Phukan, F. Pinzner, S. Ullrich, Angew. Chem. Int. Ed. 2014, 53, 3241-3244;
98. Angew. Chem. 2014, 126, 3305-3308.
99. a) K. Sonogashira, Y. Fujikura, T. Yatake, N. Toyoshima, S. Takahashi, N. Hagihara, J. Organomet. Chem. 1978, 145, 101-108;
100. b) A. Sebald, B. Wrackmeyer, W. Beck, Z. Naturforsch. B 1983, 38, 45-56;
101. c) J. P. Carpenter, C. M. Lukehart, Inorg. Chim. Acta 1991, 190, 7-10;
102. d) M. I. Bruce, M. Ke, P. J. Low, Chem. Commun. 1996, 2405-2406;
103. e) S. M. AlQaisi, K. J. Galat, M. Chai, D. G. Ray III, P. L. Rinaldi, C. A. Tessier, W. J. Youngs, J. Am. Chem. Soc. 1998, 120, 12149-12150.
104. a) J. Stahl, J. C. Bohling, E. B. Bauer, T. B. Peters, W. Mohr, J. M. Martí-Alvarez, F. Hampel, J. A. Gladysz, Angew. Chem. Int. Ed. 2002, 41, 1871-1876;
105. Angew. Chem. 2002, 114, 1951-1957;
106. b)W. Mohr, J. Stahl, F. Hampel, J. A. Gladysz, Chem. Eur. J. 2003, 9, 3324-3340.
107. H. Staub, R. Guillet-Nicolas, N. Even, L. Kayser, F. Kleitz, F.-G. Fontaine, Chem. Eur. J. 2011, 17, 4254-4265.
108. H. Güther, NMR-Spektroskopie. 2nd ed.; Georg Thieme Verlag: Stuttgart, 1983.
109. D. D. Perrin, W. L. F. Armarego, Purification of Laboratory Chemicals. 3rd ed.; Pergamon Press: Oxford, 1988.
110. a) F. R. Hartley, Organomet. Chem. Rev. Sect. A 1970, 6, 119-127;
111. b) G. W. Parshall, M. D. Curtis, R. C. Job in Inorganic. Syntheses, Volume 12 (Ed.: R. W. Parry), John Wiley & Sons, Hoboken, NJ 1970, pp. 26-29;
112. c) E. Matern, J. Pikies, G. Fritz, Z. Anorg. Allg. Chem. 2000, 626, 2136-2142.
113. B. Alameddine, O. F. Aebischer, W. Amrein, B. Donnio, R. Deschenaux, D. Guillon, C. Savary, D. Scanu, O. Scheidegger, T. A. Jenny, Chem. Mater. 2005, 17, 4798-4807.