Bis(imino)carbazolate: A Master Key for Barium Chemistry.

X-ray diffraction alkaline-earth metals barium ligand design structure elucidation

Journal

Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543

Informations de publication

Date de publication:
02 Jun 2020
Historique:
received: 29 01 2020
pubmed: 25 2 2020
medline: 25 2 2020
entrez: 25 2 2020
Statut: ppublish

Résumé

Reported here is a readily available bis(imino)carbazole-based proligand that constitutes a convenient entry point into the challenging synthetic molecular chemistry of barium. It enables the preparation of rare or even, up to now, unknown, solution-stable heteroleptic barium complexes. The syntheses and structural features for the first molecular barium fluoride and the first barium stannylide, with an unsupported Ba-Sn bond, are described, along with other carbazolate barium species: an amide (both a remarkably stable starting material and an excellent hydrophosphination precatalyst), iodide, and silanylide. DFT analysis of bonding patterns in the barium stannylide and barium silanylide highlights a prevailingly ionic barium-tetrelide bond with a small covalent contribution.

Identifiants

pubmed: 32091662
doi: 10.1002/anie.202001439
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

9120-9126

Subventions

Organisme : Agence Nationale de la Recherche
ID : ANR-17-CE07-0017-01
Organisme : Grand Équipement National De Calcul Intensif
ID : A0050807367

Informations de copyright

© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Références

S. Harder, Chem. Rev. 2010, 110, 3852.
M. R. Crimmin, M. S. Hill, Top. Organomet. Chem. 2013, 45, 191.
M. S. Hill, D. J. Liptrot, C. Weetman, Chem. Soc. Rev. 2016, 45, 972.
Y. Sarazin, J.-F. Carpentier, Chem. Rec. 2016, 16, 2482.
M. Westerhausen, A. Koch, H. Görls, S. Krieck, Chem. Eur. J. 2017, 23, 1456.
D. Mukherjee, D. Schuhknecht, J. Okuda, Angew. Chem. Int. Ed. 2018, 57, 9590;
Angew. Chem. 2018, 130, 9736.
M. R. Crimmin, I. J. Casely, M. S. Hill, J. Am. Chem. Soc. 2005, 127, 2042.
A. G. M. Barrett, C. Brinkmann, M. R. Crimmin, M. S. Hill, P. Hunt, P. A. Procopiou, J. Am. Chem. Soc. 2009, 131, 12906.
P. Jochmann, J. P. Davin, T. P. Spaniol, L. Maron, J. Okuda, Angew. Chem. Int. Ed. 2012, 51, 4452;
Angew. Chem. 2012, 124, 4528.
H. Bauer, M. Alonso, C. Färber, H. Elsen, J. Pahl, A. Causero, G. Ballmann, F. de Proft, S. Harder, Nat. Catal. 2018, 1, 40.
H. Bauer, M. Alonso, C. Fischer, B. Rösch, H. Elsen, S. Harder, Angew. Chem. Int. Ed. 2018, 57, 15177;
Angew. Chem. 2018, 130, 15397.
C. Bellini, J.-F. Carpentier, S. Tobisch, Y. Sarazin, Angew. Chem. Int. Ed. 2015, 54, 7679;
Angew. Chem. 2015, 127, 7789.
D. J. Liptrot, M. S. Hill, M. F. Mahon, A. S. S. Wilson, Angew. Chem. Int. Ed. 2015, 54, 13362;
Angew. Chem. 2015, 127, 13560.
A. G. Avent, M. R. Crimmin, M. S. Hill, P. B. Hitchcock, Dalton Trans. 2005, 278.
T. X. Gentner, B. Rösch, K. Thum, J. Langer, G. Ballmann, J. Pahl, W. A. Donaubauer, F. Hampel, S. Harder, Organometallics 2019, 38, 2485.
G. Ballmann, B. Rösch, S. Harder, Eur. J. Inorg. Chem. 2019, 3683.
X. Shi, C. Hou, C. Zhou, Y. Song, J. Cheng, Angew. Chem. Int. Ed. 2017, 56, 16650;
Angew. Chem. 2017, 129, 16877.
B. Liu, T. Roisnel, J.-F. Carpentier, Y. Sarazin, Angew. Chem. Int. Ed. 2012, 51, 4943;
Angew. Chem. 2012, 124, 5027.
X. Shi, G. Qin, Y. Wang, L. Zhao, Z. Liu, J. Cheng, Angew. Chem. Int. Ed. 2019, 58, 4356;
Angew. Chem. 2019, 131, 4400.
C. Ruspic, S. Nembenna, A. Hofmeister, J. Magull, S. Harder, H. W. Roesky, J. Am. Chem. Soc. 2006, 128, 15000.
C. Ruspic, S. Harder, Inorg. Chem. 2007, 46, 10426.
S. Nembenna, H. W. Roesky, S. Nagendran, A. Hofmeister, J. Magull, P.-J. Wilbrandt, M. Hahn, Angew. Chem. Int. Ed. 2007, 46, 2512;
Angew. Chem. 2007, 119, 2564.
L. J. Morris, M. S. Hill, I. Manners, C. L. McMullin, M. F. Mahon, N. A. Rajabia, Chem. Commun. 2019, 55, 12964.
S. Sarish, S. Nembenna, S. Nagendran, H. W. Roesky, A. Pal, R. Herbst-Irmer, A. Ringe, J. Magull, Inorg. Chem. 2008, 47, 5971.
S. Pillai Sarish, H. W. Roesky, M. John, A. Ringe, J. Magull, Chem. Commun. 2009, 2390.
M. Westerhausen, Angew. Chem. Int. Ed. Engl. 1994, 33, 1493;
Angew. Chem. 1994, 106, 1585.
U. Englich, K. Ruhlandt-Senge, F. Uhlig, J. Organomet. Chem. 2000, 613, 139.
W. Teng, K. Ruhlandt-Senge, Organometallics 2004, 23, 952.
W. Teng, K. Ruhlandt-Senge, Organometallics 2004, 23, 2694.
V. Leich, T. P. Spaniol, L. Maron, J. Okuda, Angew. Chem. Int. Ed. 2016, 55, 4794;
Angew. Chem. 2016, 128, 4872.
D. Mukherjee, T. Höllerhage, V. Leich, T. P. Spaniol, U. Englert, L. Maron, J. Okuda, J. Am. Chem. Soc. 2018, 140, 3403.
W. Teng, U. Englich, K. Ruhlandt-Senge, Angew. Chem. Int. Ed. 2003, 42, 3661;
Angew. Chem. 2003, 115, 3789.
S. J. Malthus, S. A. Cameron, S. Brooker, Inorg. Chem. 2018, 57, 2480.
J. Jenter, R. Köppe, P. W. Roesky, Organometallics 2011, 30, 1404.
I. V. Lapshin, O. S. Yurova, I. V. Basalov, V. Y. Rad'kov, E. I. Musina, A. V. Cherkasov, G. K. Fukin, A. A. Karasik, A. A. Trifonov, Inorg. Chem. 2018, 57, 2942.
E. Le Coz, H. Roueindeji, T. Roisnel, V. Dorcet, J.-F. Carpentier, Y. Sarazin, Dalton Trans. 2019, 48, 9173.
A. G. M. Barrett, M. R. Crimmin, M. S. Hill, P. B. Hitchcock, P. A. Procopiou, Angew. Chem. Int. Ed. 2007, 46, 6339;
Angew. Chem. 2007, 119, 6455.
R. Nolla-Saltiel, A. M. Greer, W. Lewis, A. J. Blake, D. L. Kays, Chem. Commun. 2018, 54, 1825.
A. Koch, S. Krieck, H. Görls, M. Westerhausen, Organometallics 2017, 36, 994.
M. H. Chisholm, J. C. Gallucci, G. Yaman, Dalton Trans. 2009, 368.
C. Kayser, R. Fischer, J. Baumgartner, C. Marschner, Organometallics 2002, 21, 1023.
C. Marschner, Organometallics 2006, 25, 2110.
K. W. Klinkhammer, Chem. Eur. J. 1997, 3, 1418.
J. Radebner, A. Eibel, M. Leypold, N. Jungwirth, T. Pickl, A. Torvisco, R. Fischer, U. K. Fischer, N. Moszner, G. Gescheidt, H. Stueger, M. Haas, Chem. Eur. J. 2018, 24, 8281.
N. Katir, D. Matioszek, S. Ladeira, J. Escudé, A. Castel, Angew. Chem. Int. Ed. 2011, 50, 5352;
Angew. Chem. 2011, 123, 5464.
D. Matioszek, N. Katir, S. Ladeira, A. Castel, Organometallics 2011, 30, 2230.
R. Fischer, J. Baumgartner, C. Marschner, F. Uhlig, Inorg. Chim. Acta 2005, 358, 3174.
C. J. Cardin, D. J. Cardin, W. Clegg, S. J. Coles, S. P. Constantine, J. R. Rowe, S. J. Teat, J. Organomet. Chem. 1999, 573, 96.
F. M. Bickelhaupt, E. J. Baerends in Reviews in Computational Chemistry, Vol. 15 (Eds.: K. B. Lipkowitz, D. B. Boyd), Wiley, New York, 2000, p. 1.
R. F. W. Bader, R. F. W. Atoms in Molecules-A Quantum Theory, Oxford University Press, Oxford, 1990.
H. Preut, H.-J. Haupt, F. Huber, Z. Anorg. Allg. Chem. 1973, 396, 81.
M. Prager, U. Zachwieja, C. J. Carlile, Physica B 1994, 202, 360.
J. Baumgartner, R. Fischer, J. Fischer, A. Wallner, C. Marschner, U. Florke, Organometallics 2005, 24, 6450.
J. Plotzitzka, C. Kleeberg, Inorg. Chem. 2016, 55, 4813.
CCDC 1973342 (1), 1973328 (2), 1973343 (3), 1973329 (4), and 1973337 (5) contain the supplementary crystallographic data for this paper. These data are provided free of charge by The Cambridge Crystallographic Data Centre.

Auteurs

Peter M Chapple (PM)

Univ Rennes, CNRS, ISCR-UMR 6226, 35000, Rennes, France.

Samia Kahlal (S)

Univ Rennes, CNRS, ISCR-UMR 6226, 35000, Rennes, France.

Julien Cartron (J)

Univ Rennes, CNRS, ISCR-UMR 6226, 35000, Rennes, France.

Thierry Roisnel (T)

Univ Rennes, CNRS, ISCR-UMR 6226, 35000, Rennes, France.

Vincent Dorcet (V)

Univ Rennes, CNRS, ISCR-UMR 6226, 35000, Rennes, France.

Marie Cordier (M)

Univ Rennes, CNRS, ISCR-UMR 6226, 35000, Rennes, France.

Jean-Yves Saillard (JY)

Univ Rennes, CNRS, ISCR-UMR 6226, 35000, Rennes, France.

Jean-François Carpentier (JF)

Univ Rennes, CNRS, ISCR-UMR 6226, 35000, Rennes, France.

Yann Sarazin (Y)

Univ Rennes, CNRS, ISCR-UMR 6226, 35000, Rennes, France.

Classifications MeSH