Organic Letters
Letter
14725. (c) Agarwala, P.; Kabra, D. J. Mater. Chem. A 2017, 5, 1348−
ASSOCIATED CONTENT
* Supporting Information
The Supporting Information is available free of charge on the
■
1373.
S
̈
(5) (a) Lambert, C.; Noll, G. Chem. - Eur. J. 2002, 8, 3467−3477.
̈
(b) Lambert, C.; Noll, G. Angew. Chem., Int. Ed. 1998, 37, 2107−
2110. (c) Hirao, Y.; Ishizaki, H.; Ito, A.; Kato, T.; Tanaka, K. Eur. J.
Org. Chem. 2007, 2007, 186−190. (d) Rosokha, S. V.; Neretin, I. S.;
Sun, D.; Kochi, J. K. J. Am. Chem. Soc. 2006, 128, 9394−9407.
(e) Wu, I. Y.; Lin, J. T.; Tao, Y. T.; Balasubramaniam, E. Adv. Mater.
2000, 12, 668−669. (f) Yoshida, K.; Morimoto, I.; Mitsudo, K.;
Tanaka, H. Tetrahedron Lett. 2008, 49, 2363−2365. (g) Hahn, U.;
Maisonhaute, E.; Amatore, C.; Nierengarten, J.-F. Angew. Chem., Int.
Ed. 2007, 46, 951−954. (h) Kou, C.; Feng, S.; Li, H.; Li, W.; Li, D.;
Meng, Q.; Bo, Z. ACS Appl. Mater. Interfaces 2017, 9, 43855−43860.
(6) (a) Hirao, Y.; Ito, A.; Tanaka, K. J. Phys. Chem. A 2007, 111,
2951−2956. (b) Bonn, A. G.; Wenger, O. S. Phys. Chem. Chem. Phys.
2015, 17, 24001−24010. (c) Bozic-Weber, B.; Brauchli, S. Y.;
Experimental methods, supporting characterization
figures, perovskite solar cell preparation, and character-
AUTHOR INFORMATION
Corresponding Authors
■
Constable, E. C.; Furer, S. O.; Housecroft, C. E.; Wright, I. A. Phys.
̈
Chem. Chem. Phys. 2013, 15, 4500−4504.
ORCID
(7) The details concerning HOMO estimation of HAB 1 can be
́
(8) Gaussian 16, Revision B.01: Frisch, M. J.; Trucks, G. W.;
Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.;
Scalmani, G.; Barone, V.; Petersson, G. A.; Nakatsuji, H.; Li, X.;
Caricato, M.; Marenich, A. V.; Bloino, J.; Janesko, B. G.; Gomperts,
R.; Mennucci, B.; Hratchian, H. P.; Ortiz, J. V.; Izmaylov, A. F.;
Sonnenberg, J. L.; Williams-Young, D.; Ding, F.; Lipparini, F.; Egidi,
F.; Goings, J.; Peng, B.; Petrone, A.; Henderson, T.; Ranasinghe, D.;
Zakrzewski, V. G.; Gao, J.; Rega, N.; Zheng, G.; Liang, W.; Hada, M.;
Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.;
Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Vreven, T.;
Throssell, K.; Montgomery, J. A., Jr.; Peralta, J. E.; Ogliaro, F.;
Bearpark, M. J.; Heyd, J. J.; Brothers, E. N.; Kudin, K. N.; Staroverov,
V. N.; Keith, T. A.; Kobayashi, R.; Normand, J.; Raghavachari, K.;
Rendell, A. P.; Burant, J. C.; Iyengar, S. S.; Tomasi, J.; Cossi, M.;
Millam, J. M.; Klene, M.; Adamo, C.; Cammi, R.; Ochterski, J. W.;
Martin, R. L.; Morokuma, K.; Farkas, O.; Foresman, J. B.; Fox, D. J.
Gaussian, Inc., Wallingford, CT, 2016.
̈
Author Contributions
#M.S. and S.F.V. contributed equally to this work.
Notes
The authors declare no competing financial interest.
ACKNOWLEDGMENTS
We are grateful to Ikerbasque, POLYMAT, UPV/EHU
■
́
(Grupo de Investigacion GIU17/054), and Gobierno de
Espana (MINECO CTQ2015-70921). M.G. and S.M.Z.
̃
thank the King Abdulaziz City for Science and Technology
(KACST) for financial support. S.C. acknowledges the Basque
Government for a PREDOC grant. M.S. acknowledges the
Ministry of Science, Research and Technology of Iran, for
financial support. Technical and human support provided by
IZO-SGI, SGIker (UPV/EHU, MICINN, GV/EJ, ERDF, and
ESF) is gratefully acknowledged for assistance and generous
allocation of computational resources.
(9) Lee, C.; Yang, W.; Parr, R. G. Phys. Rev. B: Condens. Matter
Mater. Phys. 1988, 37, 785−789.
(10) Becke, A. D. J. Chem. Phys. 1993, 98, 5648−5652.
(11) Hehre, W. J.; Ditchfield, R.; Pople, J. A. J. Chem. Phys. 1972, 56,
2257−2261.
(12) Saliba, M.; Matsui, T.; Seo, J. Y.; Domanski, K.; Correa-Baena,
J. P.; Nazeeruddin, M. K.; Zakeeruddin, S. M.; Tress, W.; Abate, A.;
̈
Hagfeldt, A.; Gratzel, M. Energy Environ. Sci. 2016, 9, 1989−1997.
REFERENCES
■
(13) Juarez-Perez, E. J.; Leyden, M. R.; Wang, S.; Ono, L. K.;
̈
(1) Park, N.-G.; Gratzel, M.; Miyasaka, T.; Zhu, K.; Emery, K. Nat.
Energy 2016, 1, 16152.
Hawash, Z.; Qi, Y. Chem. Mater. 2016, 28, 5702−5709.
(14) Volker, S. F.; Valles-Pelarda, M.; Pascual, J.; Collavini, S.;
́
̈
̈
(2) (a) Volker, S. F.; Collavini, S.; Delgado, J. L. ChemSusChem
́
́
Ruiperez, F.; Zuccatti, E.; Hueso, L. E.; Tena-Zaera, R.; Mora-Sero, I.;
Delgado, J. L. Chem. - Eur. J. 2018, 24, 8524−8529.
(15) Xi, H.; Tang, S.; Ma, X.; Chang, J.; Chen, D.; Lin, Z.; Zhong,
P.; Wang, H.; Zhang, C. ACS Omega 2017, 2, 326−336.
(16) Sanchez, R. S.; Mas-Marza, E. Sol. Energy Mater. Sol. Cells 2016,
158, 189−194.
̈
2015, 8, 3012−3028. (b) Collavini, S.; Volker, S. F.; Delgado, J. L.
Angew. Chem., Int. Ed. 2015, 54, 9757−9759. (c) Ameen, S.; Rub, M.
A.; Kosa, S. A.; Alamry, K. A.; Akhtar, M. S.; Shin, H.-S.; Seo, H.-K.;
Asiri, A. M.; Nazeeruddin, M. K. ChemSusChem 2016, 9, 10−27.
̈
(d) Li, H.; Fu, K.; Boix, P. P.; Wong, L. H.; Hagfeldt, A.; Gratzel, M.;
Mhaisalkar, S. G.; Grimsdale, A. C. ChemSusChem 2014, 7, 3420−
3425. (e) Pascual, J.; Delgado, J. L.; Tena-Zaera, R. J. Phys. Chem. Lett.
̈
2018, 9, 2893−2902. (f) Kazim, S.; Nazeeruddin, M. K.; Gratzel, M.;
Ahmad, S. Angew. Chem., Int. Ed. 2014, 53, 2812−2824. (g) Urieta-
Mora, J.; García-Benito, I.; Molina-Ontoria, A.; Martín, N. Chem. Soc.
Rev. 2018, 47, 8541−8571.
(3) (a) Krishna, A.; Sabba, D.; Li, H.; Yin, J.; Boix, P. P.; Soci, C.;
Mhaisalkar, S. G.; Grimsdale, A. C. Chem. Sci. 2014, 5, 2702−2709.
(b) Ganesan, P.; Fu, K.; Gao, P.; Raabe, I.; Schenk, K.; Scopelliti, R.;
̈
Luo, J.; Wong, L. H.; Gratzel, M.; Nazeeruddin, M. K. Energy Environ.
Sci. 2015, 8, 1986−1991. (c) Li, M.-H.; Hsu, C.-W.; Shen, P.-S.;
Cheng, H.-M.; Chi, Y.; Chen, P.; Guo, T.-F. Chem. Commun. 2015,
51, 15518−15521. (d) Zhang, M.; Wang, G.; Zhao, D.; Huang, C.;
Cao, H.; Chen, M. Chem. Sci. 2017, 8, 7807−7814.
(4) (a) Vivo, P.; Salunke, J.; Priimagi, A. Materials 2017, 10, 1087.
(b) Wang, J.; Liu, K.; Ma, L.; Zhan, X. Chem. Rev. 2016, 116, 14675−
D
Org. Lett. XXXX, XXX, XXX−XXX