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Catching the first oligomerization event in the catalytic formation of polyaminoboranes : H3B·NMeHBH2·NMeH2 bound to iridium

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Johnson, Heather C., Robertson, Alasdair P. M., Chaplin, Adrian B., Sewell, Laura J., Thompson, Amber L., Haddow, Mairi F., Manners, Ian, 1961- and Weller, Andrew S.. (2011) Catching the first oligomerization event in the catalytic formation of polyaminoboranes : H3B·NMeHBH2·NMeH2 bound to iridium. Journal of the American Chemical Society, Vol.133 (No.29). pp. 11076-11079. ISSN 0002-7863

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Abstract

We report the first insertion step at a metal center for the catalytic dehydropolymerization of H(3)B center dot NMeH(2) to form the simplest oligomeric species, H(3)B center dot NMeHBH(2)center dot NMeH(2), by the addition of 1 equiv of H(3)B center dot NMeH(2) to [Ir(PCy(3))(2)(H)(2)(eta(2)-H(3)B center dot NMeH(2))] [BAr(4)(F)] to give [Ir(PCy(3))(2)(H)(2)(eta(2)-H(3)B center dot NMeHBH(2)center dot NMeH(2))] [BAr(4)(F)]. This reaction is also catalytic for the formation of the free linear diborazane, but this is best obtained by an alternative stoichiometric synthesis.

Item Type: Journal Article
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Science > Chemistry
Library of Congress Subject Headings (LCSH): Oligomers, Iridium, Catalysis, Polymerization
Journal or Publication Title: Journal of the American Chemical Society
Publisher: American Chemical Society
ISSN: 0002-7863
Date: 27 July 2011
Volume: Vol.133
Number: No.29
Page Range: pp. 11076-11079
Identification Number: 10.1021/ja2040738
Status: Peer Reviewed
Publication Status: Published
Access rights to Published version: Restricted or Subscription Access
Funder: University of Oxford, Engineering and Physical Sciences Research Council (EPSRC)
References: (1) Staubitz, A.; Robertson, A. P. M.; Sloan, M. E.; Manners, I. Chem. Rev. 2010, 110, 4023. (2) Kaminsky, W. Macromol. Chem. Phys. 2008, 209, 459. (3) (a) Staubitz, A.; Presa Soto, A.; Manners, I. Angew. Chem., Int. Ed. 2008, 47, 6212. (b) Pons, V.; Baker, R. T. Angew. Chem., Int. Ed. 2008, 47, 9600. (4) (a) Vance, J. R.; Robertson, A. P. M.; Lee, K.; Manners, I. Chem.—Eur. J. 2011, 17, 4099. (b) Dallanegra, R.; Robertson, A. P. M.; Chaplin, A. B.; Manners, I.; Weller, A. S. Chem. Commun. 2011, 47, 3763. (c) Staubitz, A.; Sloan, M. E.; Robertson, A. P. M.; Friedrich, A.; Schneider, S.; Gates, P. J.; auf der G€unne, J. S.; Manners, I. J. Am. Chem. Soc. 2010, 132, 13332. (d) For reports of low-molecular-weight materials obtained by similar routes, see: Dietrich, B. L.; Goldberg, K. I.; Heinekey, D. M.; Autrey, T.; Linehan, J. C. Inorg. Chem. 2008, 47, 8583. (5) (a) Walter, M. D.; White, P. S.; Brookhart, M. Chem. Commun. 2009, 6361. (b) Chen, C.; Luo, S.; Jordan, R. F. J. Am. Chem. Soc. 2010, 132, 5273. (c) Bochmann, M. Organometallics 2010, 29, 4711. (d) Waston, P. L.; Roe, D. C. J. Am. Chem. Soc. 1982, 104, 6471. (6) Chen, X.; Zhao, J.-C.; Shore, S. G. J. Am. Chem. Soc. 2010, 132, 10658. (7) Stevens, C. J.; Dallanegra, R.; Chaplin, A. B.; Weller, A. S.; Macgregor, S. A.; Ward, B.; McKay, D.; Alcaraz, G.; Sabo-Etienne, S. Chem.—Eur. J. 2011, 17, 3011. (8) (a) Dallanegra, R.; Chaplin, A. B.; Weller, A. S. Angew. Chem., Int. Ed. 2009, 48, 6875. (b) Douglas, T. M.; Chaplin, A. B.; Weller, A. S.; Yang, X. Z.; Hall, M. B. J. Am. Chem. Soc. 2009, 131, 15440. (9) Tang, C. Y.; Thompson, A. L.; Aldridge, S. J. Am. Chem. Soc. 2010, 132, 10578. (10) Alcaraz, G.; Vendier, L.; Clot, E.; Sabo-Etienne, S. Angew. Chem., Int. Ed. 2010, 49, 918. (11) Data for 2, 4, and 5 were collected with a Bruker Kappa Apex II CCD diffractometer at 100 K, with a Nonius KCCD diffractometer at 150 K, and on I19 (EH1) at the Diamond Light Source at 150 K, respectively. 2 and 4 were solved and refined using SHELXS/XL-97 (see: Sheldrick, G. M. Acta Crystallogr. 2008, A64, 112). 5 was solved using SIR92 (see: Altomare, A.; Cascarano, G.; Giacovazzo, C.; Guagliardi, A.; Burla, M. C.; Polidori, G.; Camalli, M. J. Appl. Crystallogr. 1994, 27, 435.) and refined using CRYSTALS (see: Betteridge, P. W.; Carruthers, J. R.; Cooper, R. I.; Prout, K.; Watkin, D. J. J. Appl. Crystallogr. 2003, 36, 1487). The crystallographic data for 2, 4, and 5 have been deposited with the CCDC as entries 823663, 823664, and 823665, respectively. (12) Chaplin, A. B.; Weller, A. S. Eur. J. Inorg. Chem. 2010, 5124. (13) Dallanegra, R.; Chaplin, A. B.; Tsim, J.; Weller, A. S. Chem. Commun. 2010, 46, 3092. (14) Chaplin, A. B.; Weller, A. S. Inorg. Chem. 2010, 49, 1111. (15) The 11B chemical shifts and J(HB) coupling constants showed a small dependence on the solvent (CD2Cl2, 1,2-C6H4F2, or 1,2-C6H4F2/ MeCN). See the Supporting Information. (16) (a) Zimmerman, P. M.; Paul, A.; Zhang, Z. Y.; Musgrave, C. B. Inorg. Chem. 2009, 48, 1069. (b) Aldridge, S.; Downs, A. J.; Tang, C. Y.; Parsons, S.; Clarke, M. C.; Johnstone, R. D. L.; Robertson, H. E.; Rankin, D. W. H.; Wann, D. A. J. Am. Chem. Soc. 2009, 131, 2231. (c) Li, J.; Kathmann, S. M.; Hu, H.-S.; Schenter, G. K.; Autrey, T.; Gutowski, M. Inorg. Chem. 2010, 49, 7710. (17) Chaplin, A. B.; Weller, A. S. Angew. Chem., Int. Ed. 2010, 49, 581. (18) An η1 binding mode of an aminoborane similar to that proposed in C has recently been reported. See: Vidovic, D.; Addy, D. A.; Kr€amer, T.; McGrady, J.; Aldridge, S. J. Am. Chem. Soc. 2011, 133, 8494. (19) Sloan,M. E.; Staubitz, A.; Clark, T. J.; Russell, C. A.; Lloyd-Jones, G. C.; Manners, I. J. Am. Chem. Soc. 2010, 132, 3831. (20) Friedrich, A.; Drees, M.; Schneider, S. Chem.—Eur. J. 2009, 15, 10339. (21) Liptrot, D. J.; Hill, M. S.; Mahon, M. F.; MacDougall, D. J. Chem.—Eur. J. 2010, 16, 8508. (22) Jaska, C. A.; Temple, K.; Lough, A. J.; Manners, I. J. Am. Chem. Soc. 2003, 125, 9424.
URI: http://wrap.warwick.ac.uk/id/eprint/40493

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