Woolf, Anthony, Chaplin, Adrian B., McGrady, John E., Alibadi, Muhsen A. M., Rees, Nicholas H., Draper, Sylvia, Murphy, F. (Frances) and Weller, Andrew S.. (2011) {Rh(PiBu3)2}+ fragments ligated to arenes : from benzene to polyaromatic hydrocarbons, part I - an experimental approach. European Journal of Inorganic Chemistry, Vol.2011 (No.10). pp. 1614-1625. ISSN 1434-1948

Full text not available from this repository.

Abstract

We report the synthesis, structural characterisation and solution-phase dynamics of a series of polyaromatic hydrocarbon complexes of the 12-electron {Rh(PiBu(3))(2)}(+) fragment. Crystal structures of this fragment with benzene, naphthalene, anthracene, pyrene, triphenylene and coronene are described, alongside their solution NMR spectroscopic data. The ligands map out a systematic increase in size of the aromatic subunit, and represent an approach to the limiting case of coordination to a graphene surface. The solid-state and solution structures of a {Rh(COD)}(+) fragment coordinated to a hexa-peri-hexabenzocoronene are also reported.

Item Type:	Journal Article
Subjects:	Q Science > QD Chemistry
Divisions:	Faculty of Science > Chemistry
Library of Congress Subject Headings (LCSH):	Rhodium, Aromatic compounds, Ligands, Hydrocarbons, Polycyclic aromatic hydrocarbons
Journal or Publication Title:	European Journal of Inorganic Chemistry
Publisher:	Wiley-VCH Verlag GMBH
ISSN:	1434-1948
Date:	April 2011
Volume:	Vol.2011
Number:	No.10
Page Range:	pp. 1614-1625
Identification Number:	10.1002/ejic.201001263
Status:	Peer Reviewed
Publication Status:	Published
Access rights to Published version:	Restricted or Subscription Access
References:	[1] C. Elschenbroich, Organometallics, Wiley-VCH, Weinheim, Germany, 2006. [2] S. M. Hubig, S. V. Lindeman, J. K. Kochi, Coord. Chem. Rev. 2000, 200, 831–873. [3] P. J. Fagan, M. D. Ward, J. C. Calabrese, J. Am. Chem. Soc. 1989, 111, 1698–1719; E. L. Muetterties, J. R. Bleeke, E. J. Wucherer, T. Albright, Chem. Rev. 1982, 82, 499–525. [4] E. O. Fischer, W. Hafner, Z. Naturforschung, Teil B 1955, 10, 665–668. [5] For leading references, see: J. Gimeno, V. Cadierno, P. Crochet, Comprehensive Organometallic Chemistry (Eds.: R. H. Crabtree, D. M. P. Mingos), Elsevier, New York, 2007, vol. 6, p. 485–550; P. A. Wender, T. J. Williams, Angew. Chem. Int. Ed. 2002, 41, 4550–4551; C. R. Landis, J. Halpern, Organometallics 1983, 2, 840–842; L. Hintermann, L. Xiao, A. Labonne, U. Englert, Organometallics 2009, 28, 5739–5748. [6] M. A. Bennett, Z. B. Lu, X. Q. Wang, M. Bown, D. C. R. Hockless, J. Am. Chem. Soc. 1998, 120, 10409–10415. [7] G. Zhu, K. E. Janak, J. S. Figueroa, G. Parkin, J. Am. Chem. Soc. 2006, 128, 5452–5461. [8] A. Stanger, H. Weismann, J. Organomet. Chem. 1996, 515, 183– 191. [9] J. Muller, P. E. Gaede, C. Hirsch, K. Qiao, J. Organomet. Chem. 1994, 472, 329–335. [10] R. M. Chin, L. Z. Dong, S. B. Duckett, M. G. Partridge, W. D. Jones, R. N. Perutz, J. Am. Chem. Soc. 1993, 115, 7685–7695. [11] For representative examples of triphenylene complexes, see: M. Munakata, G. L. Ning, Y. Suenaga, T. Kuroda-Sowa, M. Maekawa, T. Ohta, Angew. Chem. Int. Ed. 2000, 39, 4555–4556; J. Muller, C. Hirsch, K. Qiao, K. Ha, Z. Anorg. Allg. Chem. 1996, 622, 1441–1448. [12] M. Maekawa, T. Minematsu, A. Nabei, H. Konaka, T. Kuroda- Sowa, M. Munakata, Inorg. Chim. Acta 2006, 359, 168– 182. [13] F. A. Cotton, E. V. Dikarev, M. A. Petrukhina, J. Am. Chem. Soc. 2001, 123, 11655–11663. [14] R. D. Rogers, J. L. Atwood, T. A. Albright, W. A. Lee, M. D. Rausch, Organometallics 1984, 3, 263–270. [15] For representative examples of pyrene complexes, see: J. A. Reingold, K. L. Virkaitis, G. B. Carpenter, S. Sun, D. A. Sweigart, P. T. Czech, K.R. Overly, J. Am. Chem. Soc. 2005, 127, 11146– 11158; A. Arrais, E. Diana, G. Gervasio, R. Gobetto, D. Marabello, P. L. Stanghellini, Eur. J. Inorg. Chem. 2004, 1505–1513; M. Gorlov, L. Kloo, Coord. Chem. Rev. 2008, 252, 1564–1576. [16] M. Munakata, L. P. Wu, T. Kuroda-Sowa, M. Maekawa, Y. Suenaga, G. L. Ning, T. Kojima, J. Am. Chem. Soc. 1998, 120, 8610–8618. [17] For representative examples of corannulene complexes, see: M. A. Petrukhina, Angew. Chem. Int. Ed. 2008, 47, 1550–1552. [18] J. S. Siegel, K. K. Baldridge, A. Linden, R. Dorta, J. Am. Chem. Soc. 2006, 128, 10644–10645. [19] R. J. Angelici, B. Zhu, S. Fedi, F. Laschi, P. Zanello, Inorg. Chem. 2007, 46, 10901–10906. [20] M. D. Watson, A. Fechtenkotter, K. Mullen, Chem. Rev. 2001, 101, 1267–1300. [21] B. El Hamaoui, L. Zhi, J. Wu, J. Li, N. T. Lucas, Z. Tomovic, U. Kolb, K. Mullen, Adv. Funct. Mater. 2007, 17, 1179–1187. [22] P. T. Herwig, V. Enkelmann, O. Schmelz, K. Mullen, Chem. Eur. J. 2000, 6, 1834–1839. [23] S. M. Draper, D. J. Gregg, E. R. Schofield, W. R. Browne, M. Duati, J. G. Vos, P. Passaniti, J. Am. Chem. Soc. 2004, 126, 8694–8701; N. T. Lucas, H. M. Zareie, A. M. McDonagh, ACS Nano 2007, 1, 348–354. [24] A. Simon, C. Joblin, J. Phys. Chem. A 2009, 113, 4878–4888 and references therein. [25] T. Murahashi, M. Fujimoto, M.-a. Oka, Y. Hashimoto, T. Uemura, Y. Tatsumi, Y. Nakao, A. Ikeda, S. Sakaki, H. Kurosawa, Science 2006, 313, 1104–1107; B. El Hamaoui, L. Zhi, J. Wu, J. Li, N. Lucas, Zˇ . Tomovic´, U. Kolb, K. Müllen, Adv. Funct. Mater. 2007, 17, 1179–1187. [26] T. Albright, P. Dosa, T. Grossmann, V. Khrustalev, O. Oloba, R. Padilla, R. Paubelle, A. Stanger, T. Timofeeva, K. Vollhardt, Angew. Chem. Int. Ed. 2009, 48, 9853–9857; H. C. Jahr, M. Nieger, K. H. Dötz, Chem. Eur. J. 2005, 11, 5333–5342. [27] F. Nunzi, F. Mercuri, A. Sgamellotti, N. Re, J. Phys. Chem. B 2002, 106, 10622–10633. [28] I. Suarez-Martinez, C. P. Ewels, X. Ke, G. Van Tendeloo, S. Thiess, W. Drube, A. Felten, J.-J. Pireaux, J. Ghijsen, C. Bittencourt, ACS Nano 2010, 4, 1680–1686; K. T. Chan, J. B. Neaton, M. L. Cohen, Phys. Rev. B 2008, 77. [29] I. D. Gridnev, Coord. Chem. Rev. 2008, 252, 1798–1818; J. O. C. Jimenez-Halla, J. Robles, M. Sola, Organometallics 2008, 27, 5230–5240; T. A. Albright, P. Hofmann, R. Hoffmann, C. P. Lillya, P. A. Dobosh, J. Am. Chem. Soc. 1983, 105, 3396–3411; H. C. Jahr, M. Nieger, K. H. Dötz, Chem. Eur. J. 2005, 11, 5333–5342; O. Joistgen, A. Pfletschinger, J. Ciupka, M. Dolg, M. Nieger, G. Schnakenburg, R. Frohlich, O. Kataeva, K. H. Dötz, Organometallics 2009, 28, 3473–3484; I. D. Gridnev, M. K. C. del Rosario, Organometallics 2005, 24, 4519–4527; A. Stanger, Organometallics 1991, 10, 2979–2982. [30] T. M. Douglas, A. B. Chaplin, A. S. Weller, Organometallics 2008, 27, 2918–2921. [31] T. M. Douglas, A. B. Chaplin, A. S. Weller, X. Yang, M. B. Hall, J. Am. Chem. Soc. 2009, 131, 15440–15456. [32] N. S. Townsend, A. B. Chaplin, M. A. Naser, A. L. Thompson, N. H. Rees, S. A. Macgregor, A. S. Weller, Chem. Eur. J. 2010, 16, 8376–8389. [33] O. Buttler, A. Al-Fawaz, D. L. Kays, J. K. Day, L. L. Ooi, S. Aldridge, Z. Anorg. Allg. Chem. 2006, 632, 2187–2189. [34] P. Marcazzan, B. O. Patrick, B. R. James, Organometallics 2003, 22, 1177–1179. [35] B. J. Holliday, Y.-M. Jeon, C. A. Mirkin, C. L. Stern, C. D. Incarvito, L. N. Zakharov, R. D. Sommer, A. L. Rheingold, Organometallics 2002, 21, 5713–5725. Eur. J. Inorg. Chem. 2011, 1614–1625 © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim www.eurjic.org 1625 [36] A. Rifat, M. F. Mahon, A. S. Weller, J. Organomet. Chem. 2003, 667, 1–4. [37] R. H. Crabtree, C. P. Parnell, Organometallics 1984, 3, 1727– 1731. [38] M. Reinhold, J. E. McGrady, R. N. Perutz, J. Am. Chem. Soc. 2004, 126, 5268–5276; T. A. Atesin, T. Li, S. Lachaize, J. J. Garcia, W. D. Jones, Organometallics 2008, 27, 3811–3817. [39] M. A. Bennett, M. Bown, D. C. R. Hockless, Aust. J. Chem. 2000, 53, 507–515. [40] M. D. Fryzuk, L. Jafarpour, F. M. Kerton, J. B. Love, S. J. Rettig, Angew. Chem. Int. Ed. 2000, 39, 767–770. [41] A. Sattler, G. Zhu, G. Parkin, J. Am. Chem. Soc. 2009, 131, 7828–7838. [42] P. H. M. Budzelaar, N. N. P. Moonen, R. de Gelder, J. M. M. Smits, A. W. Gal, Chem. Eur. J. 2000, 6, 2740–2747. [43] Y. Sevryugina, M. A. Petrukhina, Eur. J. Inorg. Chem. 2008, 219–229. [44] H. Friebolin, Basic One- and Two-Dimensional NMR Spectroscopy, VCH Publishers, New York, 1991. [45] A. B. Pangborn, M. A. Giardello, R. H. Grubbs, R. K. Rosen, F. J. Timmers, Organometallics 1996, 15, 1518–1520. [46]W. E. Buschmann, J. S. Miller, K. Bowman-James, C. N. Miller, Inorg. Synth. 2002, 33, 83–85. [47] J. Cosier, A. M. Glazer, J. Appl. Crystallogr. 1986, 19, 105–107. [48] Z. Otwinowski, W. Minor, in: Processing of X-ray diffraction data collected in oscillation mode, vol. 276, 1997, p. 307–326. [49] G. M. Sheldrick, Acta Crystallogr. 2008, 64, 112–122. [50] M. C. Burla, R. Caliandro, M. Camalli, B. Carrozzini, G. L. Cascarano, L. De Caro, C. Giacovazzo, G. Polidori, R. Spagna, J. Appl. Crystallogr. 2005, 38, 381–388. [51] A. L. Spek, J. Appl. Crystallogr. 2003, 36, 7–13.
URI:	http://wrap.warwick.ac.uk/id/eprint/40506

Data sourced from Thomson Reuters' Web of Knowledge

Request changes to a record

Actions (login required)

View Item