Light-Promoted Basic Nitrogen Unmasking in Arene Ruthenium Complexes Derived from Z-Configured 2,2'-Azobispyridine.
arene ruthenium
azobispyridine
basic nitrogen unmasking
coordination pattern
photo-isomerization
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
25 Aug 2023
25 Aug 2023
Historique:
received:
25
04
2023
medline:
10
6
2023
pubmed:
10
6
2023
entrez:
9
6
2023
Statut:
ppublish
Résumé
Two novel 2,2'-azobispyridine derivatives bearing N-dialkylamino substituents at position 4,4' were synthesized and their E-Z photoswitching behavior was characterized by combination of
Identifiants
pubmed: 37296071
doi: 10.1002/chem.202301301
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e202301301Informations de copyright
© 2023 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.
Références
A. Dhiman, Paras, C. N. Ramachandran, Chem. Phys. Lett. 2022, 805, 139956.
S. Panda, S. Dhara, A. Singh, S. Dey, G. Kumar Lahiri, Coord. Chem. Rev. 2023, 475, 214895.
A. Bianchi, E. Delgado-Pinar, E. García-España, C. Giorgi, F. Pina, Coord. Chem. Rev. 2014, 260, 156-215.
W. Kaim, Coord. Chem. Rev. 2001, 219 (221), 463-488.
J. Long, D. Kumar, C. Deo, P. Retailleau, G. V. Dubacheva, G. Royal, J. Xie, N. Bogliotti, Chem. Eur. J. 2021, 27, 9563-9570.
S. Kobatake, H. Imagawa, H. Nakatani, S. Nakashima, New J. Chem. 2009, 33, 1362-1367.
D. Kitagawa, K. Tanaka, S. Kobatake, J. Mater. Chem. C 2017, 5, 6210-6215.
V. Valderrey, A. Bonasera, S. Fredrich, S. Hecht, Angew. Chem. Int. Ed. 2017, 56, 1914-1918.
R. Mizutsu, R. Asato, C. J. Martin, M. Yamada, Y. Nishikawa, S. Katao, M. Yamada, T. Nakashima, T. Kawai, J. Am. Chem. Soc. 2019, 141, 20043-20047.
L. Rocard, J. Hannedouche, N. Bogliotti, Chem. Eur. J. 2022, 28, e202200519.
For related examples of irreversible light-induced transformations of Ru complexes devoid of photochromic ligand, see:
S. Betanzos-Lara, L. Salassa, A. Habtemariam, O. Novakova, A. M. Pizarro, G. J. Clarkson, B. Liskova, V. Brabec, P. J. Sadler, Organometallics 2012, 31, 3466-3479;
J. A. González-Delgado, M. A. Romero, F. Boscá, J. F. Arteaga, U. Pischel, Chem. Eur. J. 2020, 26, 14229-14235;
A. Karbakhsh Ravari, Y. Pineda-Galvan, A. Huynh, R. Ezhov, Y. Pushkar, Inorg. Chem. 2020, 59, 13880-13887.
J. T. Myers, S. J. Dakermanji, T. R. Chastanet, P. J. Shivokevich, L. J. Strausberg, M. Sabat, W. H. Myers, W. D. Harman, Organometallics 2017, 36, 543-555.
H. M. D. Bandara, S. C. Burdette, Chem. Soc. Rev. 2012, 41, 1809-1825.
N. Zivic, P. K. Kuroishi, F. Dumur, D. Gigmes, A. P. Dove, H. Sardon, Angew. Chem. Int. Ed. 2019, 58, 10410-10422.
Protonation in complex E-6 ⋅ H+ is likely to occur at the N atom of the pyridine core rather than at the NMe2 site, since the latter case usually results in ligand decoordination, see
[12];
M. A. Dunbar, S. L. Balof, A. N. Roberts, E. J. Valente, H.-J. Schanz, Organometallics 2011, 30, 199-203.
M. Piotto, M. Bourdonneau, K. Elbayed, J.-M. Wieruszeski, G. Lippens, Magn. Reson. Chem. 2006, 44, 943-947.
H. E. Gottlieb, V. Kotlyar, A. Nudelman, J. Org. Chem. 1997, 62, 7512-7515.
G. R. Fulmer, A. J. M. Miller, N. H. Sherden, H. E. Gottlieb, A. Nudelman, B. M. Stoltz, J. E. Bercaw, K. I. Goldberg, Organometallics 2010, 29, 2176-2179.
E. Barrez, G. Laurent, C. Pavageau, M. Sliwa, R. Métivier, Phys. Chem. Chem. Phys. 2018, 20, 2470-2479.
Gaussian 16, Revision B.01, M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, G. Scalmani, V. Barone, G. A. Petersson, H. Nakatsuji, X. Li, M. Caricato, A. V. Marenich, J. Bloino, B. G. Janesko, R. Gomperts, B. Mennucci, H. P. Hratchian, J. V. Ortiz, A. F. Izmaylov, J. L. Sonnenberg, Williams, F. Ding, F. Lipparini, F. Egidi, J. Goings, B. Peng, A. Petrone, T. Henderson, D. Ranasinghe, V. G. Zakrzewski, J. Gao, N. Rega, G. Zheng, W. Liang, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, K. Throssell, J. A. Montgomery Jr., J. E. Peralta, F. Ogliaro, M. J. Bearpark, J. J. Heyd, E. N. Brothers, K. N. Kudin, V. N. Staroverov, T. A. Keith, R. Kobayashi, J. Normand, K. Raghavachari, A. P. Rendell, J. C. Burant, S. S. Iyengar, J. Tomasi, M. Cossi, J. M. Millam, M. Klene, C. Adamo, R. Cammi, J. W. Ochterski, R. L. Martin, K. Morokuma, O. Farkas, J. B. Foresman, D. J. Fox, Gaussian, Inc., Wallingford CT, 2016.
M. D. Hanwell, D. E. Curtis, D. C. Lonie, T. Vandermeersch, E. Zurek, G. R. Hutchison, J. Cheminf. 2012, 4, 1-17.
D. Jacquemin, E. A. Perpète, G. E. Scuseria, I. Ciofini, C. Adamo, Chem. Phys. Lett. 2008, 465, 226-229.
J. J. McKinnon, D. Jayatilaka, M. A. Spackman, Chem. Commun. 2007, 3814-3816.
M. A. Spackman, D. Jayatilaka, CrystEngComm 2009, 11, 19-32.
D. Jayatilaka, D. J. Grimwood, in Computational Science - ICCS 2003 (Eds.: P. M. A. Sloot, D. Abramson, A. V. Bogdanov, Y. E. Gorbachev, J. J. Dongarra, A. Y. Zomaya), Springer Berlin Heidelberg, Berlin, Heidelberg, 2003, pp. 142-151.
M. J. Turner, J. J. McKinnon, S. K. Wolff, D. J. Grimwood, P. R. Spackman, D. Jayatilaka, M. A. Spackman, CrystalExplorer17 (2017). University of Western Australia.
G. M. Sheldrick, Acta Crystallogr. Sect. A 2008, 64, 112-122.
G. M. Sheldrick, Acta Crystallogr. Sect. A 2015, 71, 3-8.
G. M. Sheldrick, Acta Crystallogr. Sect. C 2015, 71, 3-8.
A. L. Spek, Acta Crystallogr. Sect. C 2015, 71, 9-18.
C. R. Groom, F. H. Allen, Angew. Chem. Int. Ed. 2014, 53, 662-671.
M. Camalli, F. Caruso, G. Mattogno, E. Rivarola, Inorg. Chim. Acta 1990, 170, 225-231.
H. Tsurugi, H. Tanahashi, H. Nishiyama, W. Fegler, T. Saito, A. Sauer, J. Okuda, K. Mashima, J. Am. Chem. Soc. 2013, 135, 5986-5989.
F. Delano Iv, E. Castellanos, J. McCracken, S. Demir, Chem. Sci. 2021, 12, 15219-15228.