Coordination induced atropisomerism in an NHC-based rhodium macrocycle

Article English OPEN
Andrew, Rhiann ; Ferdani, Dominic W. ; Ohlin, C. André ; Chaplin, Adrian B. (2015)

Reversible interaction with carbon monoxide results in the onset of dynamic atropisomerism at 298 K in an otherwise static NHC-based rhodium pincer complex, [Rh(C^N^C-(CH2)12)(CO)][BArF4] (1, ArF = 3,5-C6H3(CF3)2). The mechanism of this process has been comprehensively interrogated by a combination of variable-temperature NMR spectroscopy, IR spectroscopy, and computational modeling. In addition, a structural analogue of a high-energy symmetrical intermediate species—invoked in the process but not directly observed spectroscopically—has been prepared and characterized in solution and the solid-state.
  • References (14)
    14 references, page 1 of 2

    1 2 3 4 5 6 (a) Dröge, T.; Glorius, F. Angew. Chem. Int. Ed. 2010, 49, 6940-6952; (b) Hahn, F. E.; Jahnke, M. C.

    Angew. Chem. Int. Ed. 2008, 47, 3122-3172.

    (a) van Koten, G., Milstein, D. Eds.; Top. Organomet. Chem. 2013, 40, 1-352; (b) Albrecht, M.; Lindner, M. M. Dalton Trans. 2011, 40, 8733-8744; (c) van der Boom, M. E.; Milstein, D. Chem. Rev. 2003, 103, 1759-1792; (d) Albrecht, M.; van Koten, G. Angew. Chem. Int. Ed. 2001, 40, 3750-3781.

    (a) Poyatos, M.; Mata, J. A.; Peris, E. Chem. Rev. 2009, 109, 3677-3707; (b) Pugh, D.; Danopoulos, A.

    A. Coord. Chem. Rev. 2007, 251, 610-641; (c) Peris, E.; Crabtree, R. H. Coordin. Chem. Rev. 2004, 248, 2239-2246.

    Representative examples in catalysis: (a) Filonenko, G. A.; Cosimi, E.; Lefort, L.; Conley, M. P.; Copéret, C.; Lutz, M.; Hensen, E. J. M.; Pidko, E. A. ACS Catal. 2014, 4, 2667-2671; (b) Chianese, A. R.; Drance, M. J.; Jensen, K. H.; McCollom, S. P.; Yusufova, N.; Shaner, S. E.; Shopov, D. Y.; Tendler, J. A.

    Organometallics 2014, 33, 457-464; (c) Knapp, S. M. M.; Shaner, S. E.; Kim, D.; Shopov, D. Y.; Tendler, J. A.; Pudalov, D. M.; Chianese, A. R. Organometallics 2014, 33, 473-484; (d) Hernández-Juárez, M.; Vaquero, M.; Álvarez, E.; Salazar, V.; Suárez, A. Dalton Trans. 2013, 42, 351-354; (e) Chianese, A. R.; Shaner, S. E.; Tendler, J. A.; Pudalov, D. M.; Shopov, D. Y.; Kim, D.; Rogers, S. L.; Mo, A.

    Organometallics 2012, 31, 7359-7367; (f) Serra, D.; Cao, P.; Cabrera, J.; Padilla, R.; Rominger, F.; Limbach, M. Organometallics 2011, 30, 1885-1895; (g) Sun, Y.; Koehler, C.; Tan, R.; Annibale, V. T.; Song, D. Chem. Commun. 2011, 47, 8349-8351; (h) Inamoto, K.; Kuroda, J.-I.; Kwon, E.; Hiroya, K.; Doi, T. J. Organomet. Chem. 2009, 694, 389-396; (i) Wei, W.; Qin, Y.; Luo, M.; Xia, P.; Wong, M. S.

    Organometallics 2008, 27, 2268-2272; (j) Bauer, E. B.; Andavan, G. T. S.; Hollis, T. K.; Rubio, R. J.; Cho, J.; Kuchenbeiser, G. R.; Helgert, T. R.; Letko, C. S.; Tham, F. S. Org Lett 2008, 10, 1175-1178; (k) Loch, J. A.; Albrecht, M.; Peris, E.; Mata, J.; Faller, J. W.; Crabtree, R. H. Organometallics 2002, 21, 700-706.

    Miecznikowski, J. R.; Gründemann, S.; Albrecht, M.; Mégret, C.; Clot, E.; Faller, J. W.; Eisenstein, O.; Crabtree, R. H. Dalton Trans. 2003, 831-838.

  • Related Research Results (1)
  • Similar Research Results (1)
  • Metrics
    0
    views in OpenAIRE
    0
    views in local repository
    28
    downloads in local repository

    The information is available from the following content providers:

    From Number Of Views Number Of Downloads
    Warwick Research Archives Portal Repository - IRUS-UK 0 28
Share - Bookmark