Citation: Zhi-Yong ZHANG, Zhong-Zhi ZHANG, Yi-Jing LUO, Guang-Qing ZHANG. Theoretical Investigation for Unexpected Transition Metal-π Interaction Enhanced Fluorescence in Cu-π-diborene[J]. Chinese Journal of Structural Chemistry, ;2020, 39(6): 1126-1134. doi: 10.14102/j.cnki.0254-5861.2011-2653 shu

Theoretical Investigation for Unexpected Transition Metal-π Interaction Enhanced Fluorescence in Cu-π-diborene

a.
Laboratory of Heavy Oil Processing, College of Chemical Engineering and Environment, China University of Petroleum, Beijing 102249, China
b.
School of Mechanical, Materials & Mechatronic Engineering, University of Wollongong, Wollongong NSW2522, Australia

Corresponding author: Zhi-Yong ZHANG, zhangzycup@126.com
Received Date: 4 November 2019
Accepted Date: 16 February 2020

Fund Project: the National Natural Science Foundation of China 51634008National Science and Technology Major Project 2017ZX05009-004

Figures(5)

Unexpected transition metal (TM)-π interaction enhanced fluorescence in Cu-π-diborene complexes is a novel phenomenon compared with other metal enhanced fluorescence. In order to discover the mechanism, theoretical investigation was carried out for Cu-π-diborene as well as diborene. Simulation results show the main decay method in diborene and Cu-π-diborene are internal conversion (IC) and fluorescence (FL), respectively. TM-π interaction leads to larger HOMO-LUMO gap of Cu-π-diborene than that of the free diborene, which results in lower IC rates and makes them smaller than the FL rates. At the same time, ISC rates are always smaller than IC and FL rates, which cause enhanced fluorescence of Cu-π-diborene. More interestingly, even though Cu-π-diborene shows enhanced fluorescence, intersystem crossing (ISC) in Cu-π-diborene is enhanced from diborene. The theoretical analysis shows the competition among IC, FL and ISC is the key factor for TM-π interactions enhanced fluorescence, which also shows that cation-π complexes have potential to be used as luminescent probes.
- boron-boron double bond,
- transition metal-interaction,
- fluorescence quantum yield
1. [1]
  Bauch, M.; Toma, K.; Toma, M.; Zhang, Q.; Dostalek, J. Plasmon-enhanced fluorescence biosensors: a review. Plasmonics 2014, 4, 781−799.
2. [2]
  Osawa, M.; Hoshino, M. Molecular Design and Synthesis of Metal Complexes as Emitters for TADF-Type OLEDs. Wiley, Weinheim 2018, p119−176.
3. [3]
  Hao, J. N.; Yan, B. A. Water-stable lanthanide-functionalized MOF as a highly selective and sensitive fluorescent probe for Cd²⁺. Chem. Commun. 2015, 36, 7737−7740.
4. [4]
  Wang, Z.; Wang, C.; Han, Q.; Wang, G.; Zhang, M.; Zhang, J.; Gao, W.; Zheng, H. Metal-enhanced upconversion luminescence of NaYF₄: Yb/Er with Ag nanoparticles. Mater. Res. Bull. 2017, 88, 182−187. doi: 10.1016/j.materresbull.2016.12.030
5. [5]
  Bissinger, P.; Steffen, A.; Vargas, A.; Dewhurst, R. D.; Damme, A.; Braunschweig, H. Unexpected luminescence behavior of coinage metal π-diborene complexes. Angew. Chem. Int. Edit. 2015, 14, 4362−4366.
6. [6]
  Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G. A.; Nakatsuji, H.; Caricato, M.; Li, X.; Hratchian, H. P.; Izmaylov, A. F.; Bloino, J.; Zheng, G.; Sonnenberg, J. L.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Vreven, T.; Montgomery, Jr. J. A.; Peralta, J. E.; Ogliaro, F.; Bearpark, M. J.; Heyd, J.; Brothers, E. N.; Kudin, K. N.; Staroverov, V. N.; Kobayashi, R.; Normand, J.; Raghavachari, K.; Rendell, A. P.; Burant, J. C.; Iyengar, S. S.; Tomasi, J.; Cossi, M.; Rega, N.; Millam, N. J.; Klene, M.; Knox, J. E.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Martin, R. L.; Morokuma, K.; Zakrzewski, V. G.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Dapprich, S.; Daniels, A. D.; Farkas, Ö.; Foresman, J. B.; Ortiz, J. V.; Cioslowski, J.; Fox, D. J. Gaussian 09, Revision C. 01, Gaussian, Inc., Wallingford CT 2009.
7. [7]
  Savarese, M.; Aliberti, A.; De Santo, I.; Battista, E.; Causa, F.; Netti, P. A.; Rega, N. Fluorescence lifetimes and quantum yields of rhodamine derivatives: new insights from theory and experiment. J. Phys. Chem. A 2012, 28, 7491−7497.
8. [8]
  Ming-Tong, G. S.; Chan, K. T.; Chang, X.; Che, C. M. Theoretical studies on the photophysical properties of luminescent pincer gold(Ⅲ) arylacetylide complexes: the role of π-conjugation at the C-deprotonated [C^N^C] ligand. Chem. Sci. 2015, 5, 3026−3037.
9. [9]
  Tong, G. S.; Chow, P. K.; To, W. P.; Kwok, W. M.; Che, C. M. A theoretical investigation into the luminescent properties of d⁸-transition-metal complexes with tetradentate Schiff base ligands. Chemistry 2014, 21, 6433−6443.
10. [10]
  Brahim, L.; Michel, O. Single-photon sources. Rep. Prog. Phys. 2005, 5, 1129−1179.
11. [11]
  Liu, Y.; Lin, M.; Zhao, Y. Intersystem crossing rates of isolated fullerenes: theoretical calculations. J. Phys. Chem. A 2017, 5, 1145−1152.
12. [12]
  Neese, F. The ORCA program system. Wires. Comput. Mol. Sci. 2012, 1, 73−78.
13. [13]
  Cao, R.; Saracini, C.; Ginsbach, J. W.; Kieber-Emmon, M. T.; Siegler, M. A.; Solomon, E. I.; Fukuzumi, S.; Karlin, K. D. Peroxo and superoxo moieties bound to copper ion: electron-transfer equilibrium with a small reorganization energy. J. Am. Chem. Soc. 2016, 22, 7055−7066.
14. [14]
  Ray, A.; Santhosh, K.; Bhattacharya, S. Absorption spectrophotometric, fluorescence, transient absorption and quantum chemical investigations on fullerene/phthalocyanine supramolecular complexes. Spectrochim. Acta. A 2011, 5, 1364−1375.
15. [15]
  Nelsen, S. F.; Blackstock, S. C.; Kim, Y. Estimation of inner shell Marcus terms for amino nitrogen compounds by molecular orbital calculations. J. Am. Chem. Soc. 1987, 3, 677−682.
16. [16]
  Vaissier, V.; Barnes, P.; Kirkpatrick, J.; Nelson, J. Influence of polar medium on the reorganization energy of charge transfer between dyes in a dye sensitized film. Phys. Chem. Chem. Phys. 2013, 13, 4804−4814.
17. [17]
  Nguyen, T. P.; Shim, J. H. Hydrostatic pressure effect on charge transport properties of phenacene organic semiconductors. Phys. Chem. Chem. Phys. 2016, 20, 13888−13896.
18. [18]
  Reimers, J. R. A practical method for the use of curvilinear coordinates in calculations of normal-mode-projected displacements and Duschinsky rotation matrices for large molecules. J. Chem. Phys. 2001, 20, 9103−9109.
19. [19]
  López-Estrada, O.; Laguna, H. G.; Barrueta-Flores, C.; Amador-Bedolla, C. Reassessment of the four-point approach to the electron-transfer Marcus-Hush theory. ACS. Omega. 2018, 2, 2130−2140.
20. [20]
  Cui, Y.; Li, P.; Song, C.; Zhang, H. Terminal modulation of D-π-A small molecule for organic photovoltaic materials: a theoretical molecular design. J. Phys. Chem. C 2016, 51, 28939−28950.
21. [21]
  Mac, M.; Tokarczyk, B.; Uchacz, T.; Danel, A. Charge transfer fluorescence of benzoxazol derivatives: Investigation of solvent effect on fluorescence of these dyes. J. Photoch. Photobio. A 2007, 1, 32−41.
22. [22]
  Biswas, S.; Pramanik, A.; Sarkar, P. Origin of different photovoltaic activities in regioisomeric small organic molecule solar cells: the intrinsic role of charge transfer processes. J. Phys. Chem. C 2018, 26, 14296−14303.
23. [23]
  Rajbanshi, B.; Kar, M.; Sarkar, P.; Sarkar, P. Phosphorene quantum dot-fullerene nanocomposites for solar energy conversion: an unexplored inorganic-organic nanohybrid with novel photovoltaic properties. Chem. Phys. Lett. 2017, 685, 16−22. doi: 10.1016/j.cplett.2017.07.033
24. [24]
  He, R. X.; Duan, X. H.; Li, X. Y. Quantum chemical study on excited states and electronic coupling matrix element in a catechol-bridge-dicyanoethylene system. J. Phys. Chem. A 2005, 18, 4154−4161.
25. [25]
  Lu, T.; Chen, F. Multiwfn: a multifunctional wavefunction analyzer. J. Comput. Chem. 2011, 5, 580−592.
26. [26]
  Huang, R.; Avó, J.; Northey, T.; Chaning-Pearce, E.; Dos Santos, P. L.; Ward, J. S.; Data, P. The contributions of molecular vibrations and higher triplet levels to the intersystem crossing mechanism in metal-free organic emitters. J. Mater. Chem. C 2017, 25, 6269−6280.
27. [27]
  Zhang, W.; Xu, Y.; Hanif, M.; Zhang, S.; Zhou, J.; Hu, D.; Xie, Z.; Ma, Y. Enhancing fluorescence of naphthalimide derivatives by suppressing the intersystem crossing. J. Phys. Chem. C 2017, 41, 23218−23223.
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1.
沈阳化工大学材料科学与工程学院沈阳 110142