Luminescent Platinum(II) Complexes with Bidentate Diacetylide Ligands: Structures, Photophysical Properties and Application Studies.
bis-N-Heterocyclic carbene
diacetylide
diimine
luminescence
platinum
Journal
Chemistry, an Asian journal
ISSN: 1861-471X
Titre abrégé: Chem Asian J
Pays: Germany
ID NLM: 101294643
Informations de publication
Date de publication:
04 Oct 2021
04 Oct 2021
Historique:
revised:
07
08
2021
received:
05
07
2021
pubmed:
11
8
2021
medline:
11
8
2021
entrez:
10
8
2021
Statut:
ppublish
Résumé
A series of platinum(II) complexes supported by terphenyl diacetylide as well as diimine or bis-N-heterocyclic carbene (NHC) ligands have been prepared. The diacetylide ligands adopt a cis coordination mode featuring non-planar terphenyl moieties as revealed by X-ray crystallographic analyses. The electrochemical, photophysical and photochemical properties of these platinum(II) complexes have been investigated. These platinum(II) diimine complexes show broad emission with peak maxima from 566 nm to 706 nm, with two of them having emission quantum yields >60% and lifetimes <2 μs in solutions at room temperature, whereas the platinum(II) diacetylide complexes having bis-N-heterocyclic carbene instead of diimine ligand display photoluminescence with quantum yields of up to 28% in solutions and excited state lifetimes of up to 62 μs at room temperature. Application studies revealed that one of the complexes can catalyze photoinduced aerobic dehydrogenation of alcohols and alkenes, and a relatively non-toxic water-soluble Pt(II) complex displays anti-angiogenic activity.
Identifiants
pubmed: 34374225
doi: 10.1002/asia.202100756
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
2978-2992Subventions
Organisme : Guangdong Major Project of Basic and Applied Basic Research
ID : 2019B030302009
Organisme : Science Technology and Innovation Commission of Shenzhen Municipality
ID : JCYJ20180508162429786
Organisme : Laboratory for Synthetic Chemistry and Chemical Biology under the Health@InnoHK Program launched by Innovation and Technology Commission
Organisme : Southern University of Science and Technology
Informations de copyright
© 2021 Wiley-VCH GmbH.
Références
C.-W. Chan, L.-K. Cheng, C.-M. Che, Coord. Chem. Rev. 1994, 132, 87-97.
M. Hissler, W. B. Connick, D. K. Geiger, J. E. McGarrah, D. Lipa, R. J. Lachicotte, R. Eisenberg, Inorg. Chem. 2000, 39, 447-457;
C. E. Whittle, J. A. Weinstein, M. W. George, K. S. Schanze, Inorg. Chem. 2001, 40, 4053-4062;
S.-C. Chan, M. C. W. Chan, Y. Wang, C.-M. Che, K.-K. Cheung, N. Zhu, Chem. Eur. J. 2001, 7, 4180-4190;
I. E. Pomestchenko, C. R. Luman, M. Hissler, R. Ziessel, F. N. Castellano, Inorg. Chem. 2003, 42, 1394-1396;
Y. Kang, J. Lee, D. Song, S. Wang, Dalton Trans. 2003, 3493-3499.
F. Guo, W. Sun, Y. Liu, K. Schanze, Inorg. Chem. 2005, 44, 4055-4065;
H. Sun, H. Guo, W. Wu, X. Liu, J. Zhao, Dalton Trans. 2011, 40, 7834-7841.
V. W.-W. Yam, R. P.-L. Tang, K. M.-C. Wong, K.-K. Cheung, Organometallics 2001, 20, 4476-4482;
Q.-Z. Yang, L.-Z. Wu, Z.-X. Wu, L.-P. Zhang, C.-H. Tung, Inorg. Chem. 2002, 41, 5653-5655;
W. Lu, B.-X. Mi, M. C. W. Chan, Z. Hui, C.-M. Che, N. Zhu, S.-T. Lee, J. Am. Chem. Soc. 2004, 126, 4958-4971;
D. Zhang, L.-Z. Wu, L. Zhou, X. Han, Q.-Z. Yang, L.-P. Zhang, C.-H. Tung, J. Am. Chem. Soc. 2004, 126, 3440-3441;
P. Du, J. Schneider, P. Jarosz, R. Eisenberg, J. Am. Chem. Soc. 2006, 128, 7726-7727;
P. Du, R. Eisenberg, Chem. Sci. 2010, 1, 502-506.
Selected reviews:
K. M.-C. Wong, V. W.-W. Yam, Acc. Chem. Res. 2011, 44, 424-434;
Z. Gao, Y. Han, Z. Gao, F. Wang, Acc. Chem. Res. 2018, 51, 2719-2729;
W. Yang, J. Zhao, Eur. J. Inorg. Chem. 2016, 5283-5299;
A. Haque, L. Xu, R. A. Al-Balushi, M. K. Al-Suti, R. Ilmi, Z. Guo, M. S. Khan, W.-Y. Wong, P. R. Raithby, Chem. Soc. Rev. 2019, 48, 5547-5563.
F. Hua, S. Kinayyigit, J. R. Cable, F. N. Castellano, Inorg. Chem. 2006, 45, 4304-4306;
Y. Fan, D. Zhao, ACS Appl. Mater. Interfaces 2015, 7, 6162-6171;
Y. Ai, M. Ng, E. Y.-H. Hong, A. K.-W. Chan, Z.-W. Wei, Y. Li, V. W.-W. Yam, Chem. Eur. J. 2018, 24, 11611-11618.
F. Hua, S. Kinayyigit, A. A. Rachford, E. A. Shikhova, S. Goeb, J. R. Cable, C. J. Adams, K. Kirschbaum, A. A. Pinkerton, F. N. Castellano, Inorg. Chem. 2007, 46, 8771-8783;
Y. Cao, M. O. Wolf, B. O. Patrick, Inorg. Chem. 2016, 55, 8985-8993.
M.-X. Zhu, W. Lu, N. Zhu, C.-M. Che, Chem. Eur. J. 2008, 14, 9736-9746;
Y. Cao, M. O. Wolf, B. O. Patrick, Inorg. Chem. 2013, 52, 5636-5638;
Y. Ai, M. H.-Y. Chan, A. K.-W. Chan, M. Ng, Y. Li, V. W.-W. Yam, Proc. Natl. Acad. Sci. USA 2019, 116, 13856-13861.
J. Lin, C. Zou, X. Zhang, Q. Gao, S. Suo, Q. Zhuo, X. Chang, M. Xie, W. Lu, Dalton Trans. 2019, 48, 10417-10421.
L. A. Büldt, X. Guo, A. Prescimone, O. S. Wenger, Angew. Chem. Int. Ed. 2016, 55, 11247-11250;
Angew. Chem. 2016, 128, 11413-11417;
L. A. Büldt, C. B. Larsen, O. S. Wenger, Chem. Eur. J. 2017, 23, 8577-8580;
L. A. Büldt, X. Guo, R. Vogel, A. Prescimone, O. S. Wenger, J. Am. Chem. Soc. 2017, 139, 985-992.
S. L. James, M. Younus, P. R. Raithby, J. Lewis, J. Organomet. Chem. 1997, 543, 233-235.
Y. Zhang, J. A. Garg, C. Michelin, T. Fox, O. Blacque, K. Venkatesan, Inorg. Chem. 2011, 50, 1220-1228;
Y. Zhang, J. Clavadetscher, M. Bachmann, O. Blacque, K. Venkatesan, Inorg. Chem. 2014, 53, 756-771.
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;
M. A. Spackman, D. Jayatilaka, CrystEngComm 2009, 11, 19-32.
G. Cheng, P.-K. Chow, S. C. F. Kui, C.-C. Kwok, C.-M. Che, Adv. Mater. 2013, 25, 6765-6770;
K. Li, Q. Y. Wan, C. Yang, X.-Y. Chang, K.-H. Low, C.-M. Che, Angew. Chem. Int. Ed. 2018, 57, 14129-14133;
Angew. Chem. 2018, 130, 14325-14329.
H. Uesugi, T. Tsukuda, K. Takao, T. Tsubomura, Dalton Trans. 2013, 42, 7396-7403;
T. Zou, C.-N. Lok, Y. M. E. Fung, C.-M. Che, Chem. Commun. 2013, 49, 5423-5425.
J.-J. Zhong, C. Yang, X.-Y. Chang, C. Zou, W. Lu, C.-M. Che, Chem. Commun. 2017, 53, 8948-8951;
Z. Li, Y. Han, Z. Gao, T. Fu, F. Wang, Mater. Chem. Front. 2018, 2, 76-80;
C. Y. Sun, W.-P. To, F.-F. Hung, X.-L. Wang, Z.-M. Su, C.-M. Che, Chem. Sci. 2018, 9, 2357-2364;
A. M. Ranieri, L. K. Burt, S. Stagni, S. Zacchini, B. W. Skelton, M. I. Ogden, A. C. Bissember, M. Massi, Organometallics 2019, 38, 1108-1117;
P. Domingo-Legarda, A. Casado-Sánchez, L. Marzo, J. Alemán, S. Cabrera, Inorg. Chem. 2020, 59, 13845-13857;
H. Cheng, T.-L. Lam, Y. Liu, Z. Tang, C.-M. Che, Angew. Chem. Int. Ed. 2021, 60, 1383-1389;
Angew. Chem. 2021, 133, 1403-1409.
J.-J. Zhong, W.-P. To, Y. G. Liu, W. Lu, C.-M. Che, Chem. Sci. 2019, 10, 4883-4889.
S. B. S. Takano, S. Gately, M. E. Neville, W. F. Herblin, J. L. Gross, H. Engelhard, M. Perricone, K. Eidsvoog, Cancer Res. 1994, 54, 2654-2660;
M. Presta, D. Leali, H. Stabile, R. Ronca, M. Camozzi, L. Coco, E. Moroni, S. Liekens, M. Rusnati, Curr. Pharm. Des. 2003, 9, 553-566.
K. Li, X. Guan, C.-W. Ma, W. Lu, Y. Chen, C.-M. Che, Chem. Commun. 2011, 47, 9075-9077.
S. A. De Pascali, D. Migoni, P. Papadia, A. Muscella, S. Marsigliante, A. Ciccarese, F. P. Fanizzi, Dalton Trans. 2006, 5077-5087.
C. Fernández-Tornero, R. M. Lozano, M. Redondo-Horcajo, A. M. Gómez, J. C. López, E. Quesada, C. Uriel, S. Valverdell, P. Cuevas, A. Romero, G. Giménez-Gallego, J. Biol. Chem. 2003, 278, 21774-21781;
J. Angulo, P. Cuevas, B. Cuevas, M. El Youssef, A. Fernández, E. Martínez-Salamanca, R. González-Corrochano, G. Giménez-Gallego, J. Transl. Med. 2015, 13, 48;
Y. Li, W. Wang, Y. Zhang, X. Wang, X. Gao, Z. Yuan, Y. Li, Biomater. Sci. 2019, 7, 1584-1597.
R. Schimidt, E. Afshari, J. Phys. Chem. 1990, 94, 4377-4378.
T. Dumsla, B. Yang, A. Maghsoumi, G. Velpula, K. S. Mali, C. Castiglioni, S. D. Feyter, M. Tommasini, A. Narita, X. Feng, K. Müllen, J. Am. Chem. Soc. 2016, 138, 4726-4729.
Q. D. Liu, R. Wang, S. Wang, Dalton Trans. 2004, 14, 2073-2079.