Luminescent Organogold(III) Complexes with Long-Lived Triplet Excited States for Light-Induced Oxidative CH Bond Functionalization and Hydrogen Production†
Wai-Pong To
State Key Laboratory of Synthetic Chemistry, Institute of Molecular Functional Materials, HKU-CAS Joint Laboratory on New Materials, and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (China)
Search for more papers by this authorDr. Glenna So-Ming Tong
State Key Laboratory of Synthetic Chemistry, Institute of Molecular Functional Materials, HKU-CAS Joint Laboratory on New Materials, and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (China)
Search for more papers by this authorDr. Wei Lu
State Key Laboratory of Synthetic Chemistry, Institute of Molecular Functional Materials, HKU-CAS Joint Laboratory on New Materials, and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (China)
Department of Chemistry, South University of Science and Technology of China, 1088 Xueyuan Boulevard, Shenzhen, Guangdong 518055 (China)
Search for more papers by this authorChensheng Ma
State Key Laboratory of Synthetic Chemistry, Institute of Molecular Functional Materials, HKU-CAS Joint Laboratory on New Materials, and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (China)
Search for more papers by this authorDr. Jia Liu
State Key Laboratory of Synthetic Chemistry, Institute of Molecular Functional Materials, HKU-CAS Joint Laboratory on New Materials, and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (China)
Search for more papers by this authorDr. Andy Lok-Fung Chow
State Key Laboratory of Synthetic Chemistry, Institute of Molecular Functional Materials, HKU-CAS Joint Laboratory on New Materials, and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (China)
Search for more papers by this authorCorresponding Author
Prof. Dr. Chi-Ming Che
State Key Laboratory of Synthetic Chemistry, Institute of Molecular Functional Materials, HKU-CAS Joint Laboratory on New Materials, and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (China)
State Key Laboratory of Synthetic Chemistry, Institute of Molecular Functional Materials, HKU-CAS Joint Laboratory on New Materials, and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (China)Search for more papers by this authorWai-Pong To
State Key Laboratory of Synthetic Chemistry, Institute of Molecular Functional Materials, HKU-CAS Joint Laboratory on New Materials, and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (China)
Search for more papers by this authorDr. Glenna So-Ming Tong
State Key Laboratory of Synthetic Chemistry, Institute of Molecular Functional Materials, HKU-CAS Joint Laboratory on New Materials, and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (China)
Search for more papers by this authorDr. Wei Lu
State Key Laboratory of Synthetic Chemistry, Institute of Molecular Functional Materials, HKU-CAS Joint Laboratory on New Materials, and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (China)
Department of Chemistry, South University of Science and Technology of China, 1088 Xueyuan Boulevard, Shenzhen, Guangdong 518055 (China)
Search for more papers by this authorChensheng Ma
State Key Laboratory of Synthetic Chemistry, Institute of Molecular Functional Materials, HKU-CAS Joint Laboratory on New Materials, and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (China)
Search for more papers by this authorDr. Jia Liu
State Key Laboratory of Synthetic Chemistry, Institute of Molecular Functional Materials, HKU-CAS Joint Laboratory on New Materials, and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (China)
Search for more papers by this authorDr. Andy Lok-Fung Chow
State Key Laboratory of Synthetic Chemistry, Institute of Molecular Functional Materials, HKU-CAS Joint Laboratory on New Materials, and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (China)
Search for more papers by this authorCorresponding Author
Prof. Dr. Chi-Ming Che
State Key Laboratory of Synthetic Chemistry, Institute of Molecular Functional Materials, HKU-CAS Joint Laboratory on New Materials, and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (China)
State Key Laboratory of Synthetic Chemistry, Institute of Molecular Functional Materials, HKU-CAS Joint Laboratory on New Materials, and Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong (China)Search for more papers by this authorThis work was supported by the Hong Kong Research Grants Council (HKU 7008/09P and AoE/P-03/08), NSFC/RGC Joint Research Scheme (N_HKU 752/08), and the CAS-Croucher Funding Scheme for Joint Laboratories. We thank Dr. Yong Chen for solving the crystal structure.
Graphical Abstract
Alles was glänzt ist Gold: Stark phosphoreszierende Gold(III)-Komplexe (siehe Bild) mit ausgedehnten π-konjugierten cyclometallierenden Liganden weisen reizvolle photophysikalische und photochemische Eigenschaften auf. Sie sind effiziente Photokatalysatoren/Photosensibilisatoren für oxidative Funktionalisierungen sekundärer und tertiärer benzylischer Amine und die homogene Wasserstofferzeugung aus einer Wasser-Acetonitril-Mischung.
Supporting Information
Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors.
| Filename | Description |
|---|---|
| ange_201108080_sm_miscellaneous_information.pdf960.2 KB | miscellaneous_information |
| ange_201108080_sm_movie_si_video.wmv575.7 KB | movie_si_video |
Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
References
- 1
- 1aD. Li, C.-M. Che, H.-L. Kwong, V. W.-W. Yam, J. Chem. Soc. Dalton Trans. 1992, 3325–3329;
- 1bX.-H. Li, L.-Z. Wu, L.-P. Zhang, C.-H. Tung, C.-M. Che, Chem. Commun. 2001, 2280–2281;
- 1cD. M. Roundhill, H. B. Gray, C.-M. Che, Acc. Chem. Res. 1989, 22, 55–61;
- 1dA. J. Esswein, D. G. Nocera, Chem. Rev. 2007, 107, 4022–4047;
- 1eD. A. Nicewicz, D. W. C. MacMillan, Science 2008, 322, 77–80;
- 1fJ. M. R. Narayanam, J. W. Tucker, C. R. J. Stephenson, J. Am. Chem. Soc. 2009, 131, 8756–8757.
- 2
- 2aI. Klimant, M. Kühl, R. N. Glud, G. Holst, Sens. Actuators B 1997, 38, 29–37;
- 2bF. N. Castellano, J. R. Lakowicz, Photochem. Photobiol. 1998, 67, 179–183;
- 2cQ. Zhao, C. H. Huang, F. Y. Li, Chem. Soc. Rev. 2011, 40, 2508–2524.
- 3
- 3aR. A. Taylor, D. J. Law, G. J. Sunley, A. J. P. White, G. J. P. Britovsek, Angew. Chem. 2009, 121, 6014–6017; Angew. Chem. Int. Ed. 2009, 48, 5900–5903;
- 3bP. W. Du, J. Schneider, P. Jarosz, J. Zhang, W. W. Brennessel, R. Eisenberg, J. Phys. Chem. B 2007, 111, 6887–6894;
- 3cS. C. F. Kui, S. S.-Y. Chui, C.-M. Che, N. Zhu, J. Am. Chem. Soc. 2006, 128, 8297–8309;
- 3dJ. A. G. Williams, Top. Curr. Chem. 2007, 281, 205–268.
- 4C.-W. Chan, W.-T. Wong, C.-M. Che, Inorg. Chem. 1994, 33, 1266–1272.
- 5
- 5aC. Bronner, O. S. Wenger, Dalton Trans. 2011, 40, 12409–12420;
- 5bW. Lu, K. T. Chan, S.-X. Wu, Y. Chen, C.-M. Che, Chem. Sci. 2011, DOI: .
- 6
- 6aK.-H. Wong, K.-K. Cheung, M. C.-W. Chan, C.-M. Che, Organometallics 1998, 17, 3505–3511;
- 6bK. M.-C. Wong, L.-L. Hung, W. H. Lam, N. Zhu, V. W.-W. Yam, J. Am. Chem. Soc. 2007, 129, 4350–4365;
- 6cV. K.-M. Au, K. M.-C. Wong, N. Zhu, V. W.-W. Yam, J. Am. Chem. Soc. 2009, 131, 9076–9085;
- 6dJ. J. Yan, A. L.-F. Chow, C. H. Leung, R. W.-Y. Sun, D.-L. Ma, C.-M. Che, Chem. Commun. 2010, 46, 3893–3895;
- 6eJ. A. Garg, O. Blacque, T. Fox, K. Venkatesan, Inorg. Chem. 2010, 49, 11463–11472;
- 6fJ. A. Garg, O. Blacque, K. Venkatesan, Inorg. Chem. 2011, 50, 5430–5441;
- 6gV. K.-M. Au, K. M.-C. Wong, N. Zhu, V. W.-W. Yam, Chem. Eur. J. 2011, 17, 130–142.
- 7CCDC 841693 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
- 8
- 8aS. Minakata, Y. Ohshima, A. Takemiya, I. Ryu, M. Komatsu, Y. Ohshiro, Chem. Lett. 1997, 311–312;
- 8bK. Yamaguchi, N. Mizuno, Angew. Chem. 2003, 115, 1518–1521;
10.1002/ange.200250779 Google ScholarAngew. Chem. Int. Ed. 2003, 42, 1480–1483;
- 8cY. Maeda, T. Nishimura, S. Uemura, Bull. Chem. Soc. Jpn. 2003, 76, 2399–2403;
- 8dM.-H. So, Y. Liu, C.-M. Ho, C.-M. Che, Chem. Asian J. 2009, 4, 1551–1561;
- 8eT. Naota, H. Takaya, S.-I. Murahashi, Chem. Rev. 1998, 98, 2599–2660;
- 8fS. Singhal, S. L. Jain, B. Sain, Chem. Commun. 2009, 2371–2372;
- 8gX.-Z. Shu, X.-F. Xia, Y.-F. Yang, K.-G. Ji, X.-Y. Liu, Y.-M. Liang, J. Org. Chem. 2009, 74, 7464–7469;
- 8hW. Han, A. R. Ofial, Chem. Commun. 2009, 5024–5026;
- 8iA. G. Condie, J. C. González-Gómez, C. R. J. Stephenson, J. Am. Chem. Soc. 2010, 132, 1464–1465;
- 8jS.-I. Murahashi, Angew. Chem. 1995, 107, 2670–2693;
10.1002/ange.19951072205 Google ScholarAngew. Chem. Int. Ed. Engl. 1995, 34, 2443–2465;
- 8kG. Jiang, J. Chen, J.-S. Huang, C.-M. Che, Org. Lett. 2009, 11, 4568–4571;
- 8lS.-I. Murahashi, T. Nakae, H. Terai, N. Komiya, J. Am. Chem. Soc. 2008, 130, 11005–11012;
- 8mZ. Li, C.-J. Li, Eur. J. Org. Chem. 2005, 3173–3176;
- 8nZ. Li, C.-J. Li, J. Am. Chem. Soc. 2005, 127, 3672–3673.
- 9
- 9aX. L. Hu, B. M. Cossairt, B. S. Brunschwig, N. S. Lewis, J. C. Peters, Chem. Commun. 2005, 4723–4725;
- 9bM. Razavet, V. Artero, M. Fontecave, Inorg. Chem. 2005, 44, 4786–4795;
- 9cP. W. Du, K. Knowles, R. Eisenberg, J. Am. Chem. Soc. 2008, 130, 12576–12577.
Citing Literature
This is the
German version
of Angewandte Chemie.
Note for articles published since 1962:
Do not cite this version alone.
Take me to the International Edition version with citable page numbers, DOI, and citation export.
We apologize for the inconvenience.
