Subscribe to RSS
DOI: 10.1055/a-1493-3564
Perspectives for Uranyl Photoredox Catalysis
The authors are grateful for financial support provided by the National Natural Science Foundation of China (NSFC; 21971065), the Science and Technology Commission of Shanghai Municipality (STCSM; 20XD1421500, 20JC1416800, and 18JC1415600), the Innovative Research Team of High-Level Local Universities in Shanghai (SSMU-ZLCX20180501), the Professor of Special Appointment (Eastern Scholar) at Shanghai Institutions of Higher Learning, and the Fundamental Research Funds for the Central Universities.
![](https://www.thieme-connect.de/media/synlett/202113/lookinside/thumbnails/st-2021-l0100-ca_10-1055_a-1493-3564-1.jpg)
Abstract
The application of uranyl salts as powerful photoredox catalysts in chemical transformations lags behind the advances achieved in thermocatalysis and structural chemistry. In fact, uranyl cations (UO2 2+) have proven to be ideal photoredox catalysts in visible-light-driven chemical reactions. The excited state of uranyl cations (*UO2 2+) that is generated by visible-light irradiation has a long-lived fluorescence lifetime up to microseconds and high oxidizing ability [E o = +2.6 V vs. standard hydrogen electrode (SHE)]. After ligand-to-metal charge transfer (LMCT), quenching occurs with organic substrates via hydrogen-atom transfer (HAT) or single-electron transfer (SET). Interestingly, the ground state and excited state of uranyl cations (UO2 2+) are chemically inert toward oxygen molecules, preventing undesired transformations from active oxygen species. This review summarizes recent advances in photoredox transformations enabled by uranyl salts.
1 Introduction
2 The Application of Uranyl Photoredox Catalysis in HAT Mode
3 The Application of Uranyl Photoredox Catalysis in SET Mode
4 Conclusion and Outlook
Key words
uranyl salts - ligand-to-metal charge transfer - hydrogen-atom transfer - single-electron transfer - photoredox transformationsPublication History
Received: 16 March 2021
Accepted after revision: 28 April 2021
Accepted Manuscript online:
28 April 2021
Article published online:
20 May 2021
© 2021. Thieme. All rights reserved
Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany
-
References and Notes
- 1 Hubbell MW. The Fundamentals of Nuclear Power Generation: Questions and Answers. Author House; Bloomington: 2011
- 2a McGlynn SP, Smith JK. J. Mol. Spectrosc. 1961; 6: 164
- 2b McGlynn SP, Smith JK, Neely WC. J. Chem. Phys. 1961; 35: 105
- 3 Liddle ST. Angew. Chem. Int. Ed. 2015; 54: 8604
- 4 Hayton TW, Boncella JM, Scott BL, Palmer PD, Batista ER, Hay PJ. Science 2005; 310: 1941
- 5 Burrows HD, Kemp TJ. Chem. Soc. Rev. 1974; 3: 139
- 6a Sethi S, Panigrahi R, Paul AK, Mallik BS, Parhi P, Das PK, Behera N. Dalton Trans. 2020; 10603
- 6b Denning RG. J. Phys. Chem. A 2007; 111: 4125
- 7 Cowie BE, Purkis JM, Austin J, Love JB, Arnold PL. Chem. Rev. 2019; 119: 10595
- 8a Balzani V, Bolletta F, Gandolfi MT, Maestri M. Top. Curr. Chem. 1978; 75: 1
- 8b Fortier S, Hayton TW. Coord. Chem. Rev. 2010; 254: 197
- 8c Li Y, Su J, Mitchell E, Zhang G, Li J. Sci. China Chem. 2013; 56: 1671
- 8d Behera N, Sethi S. Eur. J. Inorg. Chem. 2021; 95
- 9a McGrail BT, Pianowski LS, Burns PC. J. Am. Chem. Soc. 2014; 136: 4797
- 9b Nocton G, Horeglad P, Vetere V, Pécaut J, Dubois L, Maldivi P, Edelstein NM, Mazzanti M. J. Am. Chem. Soc. 2010; 132: 495
- 9c Takao K, Tsushima S. Dalton Trans. 2018; 5149
- 9d Natrajan L, Burdet F, Pécaut J, Mazzanti M. J. Am. Chem. Soc. 2006; 128: 7152
- 9e Sarsfield MJ, Helliwell M. J. Am. Chem. Soc. 2004; 126: 1036
- 9f Vidya K, Kamble VS, Selvam P, Gupta NM. Appl. Catal., B 2004; 54: 145
- 9g Wang ZM, Zachara JM, Gassman PL, Liu CX, Qafoku O, Yantasee W, Catalano JG. Geochim. Cosmochim. Acta 2005; 69: 1391
- 10a Wang KX, Chen JS. Acc. Chem. Res. 2011; 44: 531
- 10b Fredenhagen K, Krefft OT. Z. Elektrochem. 1929; 35: 670
- 12a McCleskey TM, Burns CJ, Tumas W. Inorg. Chem. 1999; 38: 5924
- 12b Bakac A, Espenson JH. Inorg. Chem. 1995; 34: 1730
- 12c Suib SL, Carrado KA. Inorg. Chem. 1985; 24: 863
- 14a Yu J, Chen S, Liu K, Yuan L, Zhao Y, Chai Z, Mei L. Tetrahedron Lett. 2020; 61: 152076
- 14b Takao K, Akashi S. RSC Adv. 2017; 7: 12201
- 14c Enthaler S. Chem. Eur. J. 2011; 17: 9316
- 14d van Axel Castelli V, Dalla Cort A, Mandolini L, Reinhoudt DN, Schiaffino L. Eur. J. Org. Chem. 2003; 627
- 15 Mao Y, Bakac A. J. Phys. Chem. 1996; 100: 4219
- 16 Matsushima R. J. Am. Chem. Soc. 1972; 94: 6010
- 17 Arnold PL, Purkis JM, Rutkauskaite R, Kovacs D, Love JB, Austin J. ChemCatChem 2019; 11: 3786
- 18 Mashita T, Tsushima S, Takao K. ACS Omega 2019; 4: 7194
- 19 Mashita T, Tsushima S, Takao K. Dalton Trans. 2018; 13072
- 20 Luo YR. Comprehensive Handbook of Chemical Bond Energies. CRC Press; Boca Raton: 2007
- 21 Murayama E, Sato T. Bull. Chem. Soc. Jpn. 1978; 51: 3022
- 22 Wang WD, Bakac A, Espenson JH. Inorg. Chem. 1995; 34: 6034
- 23 Balzani V, Carassiti V. Photochemistry of Coordination Compounds. Academic Press; London: 1970
- 24 Krishna V, Kamble VS, Gupta NM, Selvam P. J. Phys. Chem. C 2008; 112: 15832
- 25a Purser S, Moore PR, Swallow S, Gouverneur V. Chem. Soc. Rev. 2008; 37: 320
- 25b Wang J, Sánchez-Roselló M, Aceña JL. del Pozo C, Sorochinsky AE, Fustero S, Soloshonok VA, Liu H. Chem. Rev. 2014; 114: 2432
- 25c Gillis EP, Eastman KJ, Hill MD, Donnelly DJ, Meanwell NA. J. Med. Chem. 2015; 58: 8315
- 26 West JG, Bedell TA, Sorensen EJ. Angew. Chem. Int. Ed. 2016; 55: 8923
- 27 Wu LL, Cao XY, Chen XB, Fang WH, Dolg M. Angew. Chem. Int. Ed. 2018; 57: 11812
- 28a Bloom S, Knippel JL, Lectka T. Chem. Sci. 2014; 5: 1175
- 28b Xia JB, Zhu C, Chen C. Chem. Commun. 2014; 50: 11701
- 29 Azam M, Al-Resayes SI, Trzesowska-Kruszynska A, Kruszynski R, Kumar P, Jain SL. Polyhedron 2017; 124: 177
- 30 Capaldo L, Merli D, Fagnoni M, Ravelli D. ACS Catal. 2019; 9: 3054
- 31 Yu JP, Zhao CY, Zhou R, Gao WC, Wang S, Liu K, Chen SY, Hu KQ, Mei L, Yuan LY, Chai ZF, Hu HS, Shi WQ. Chem. Eur. J. 2020; 26: 16521
- 32a Prier CK, Rankic DA, MacMillan DW. C. Chem. Rev. 2013; 113: 5322
- 32b Ghosh I, Mukhopadhyay A, Koner AL, Samanta S, Nau WM, Moorthy JN. Phys. Chem. Chem. Phys. 2014; 16: 16436
- 32c Romero NA, Nicewicz DA. Chem. Rev. 2016; 116: 10075
-
32d
Srivastava V,
Singh PP.
RSC Adv. 2017; 7: 31377
- 32e Marzo L, Pagire SK, Reiser O, König B. Angew. Chem. Int. Ed. 2018; 57: 10034
- 32f Shang TY, Lu LH, Cao Z, Liu Y, He WM, Yu B. Chem. Commun. 2019; 55: 5408
- 32g Yu XY, Chen JR, Xiao WJ. Chem. Rev. 2021; 121: 506
- 33a Nozaki Y. EOS, Trans. Am. Geophys. Union 1997; 78: 221
- 33b Yannone SM, Hartung S, Menon AL, Adams MW. W, Tainer JA. Curr. Opin. Biotechnol. 2012; 23: 89
- 33c Odoh SO, Bondarevsky GD, Karpus J, Cui Q, He C, Spezia R, Gagliardi L. J. Am. Chem. Soc. 2014; 136: 17484
- 34 Volesky B, Holan ZR. Biotechnol. Prog. 1995; 11: 235
- 35a Nielsen PE, Jeppesen C, Buchardt O. FEBS Lett. 1988; 235: 122
- 35b Bassi GS, Møllegaard NE, Murchie AI. H, Lilley DM. Biochemistry 1999; 38: 3345
- 36 Elnegaard RL. B, Møllegaard NE, Zhang Q, Kjeldsen F, Jørgensen TJ. D. ChemBioChem 2017; 18: 1117
- 37 Kristensen LH, Nielsen PE, Jørgensen CI, Kragelund BB, Møllegaard NE. ChemBioChem 2008; 9: 2377
- 38a Matsushima R. J. Am. Chem. Soc. 1972; 94: 6010
- 38b Mooney W, Chauveau F, Thu HT. T, Folcher G, Giannotti C. J. Chem. Soc., Perkin Trans. 2 1988; 1479
- 38c Park YY, Tomiyasu H. J. Photochem. Photobiol., A 1992; 64: 25
- 39 McCleskey TM, Burns CJ, Tumas W. Inorg. Chem. 1999; 38: 5924
- 40 Kemp TJ, Shand MA. Inorg. Chim. Acta 1986; 114: 215
- 41 Mao Y, Bakac A. J. Phys. Chem. A 1997; 101: 7929
- 42 Sarakha M, Bolte M, Burrows HD. J. Phys. Chem. A 2000; 104: 3142
- 43 Sarakha M, Bolte M, Burrows HD. J. Photochem. Photobiol., A 1997; 107: 101
- 44 Li YM, Rizvi A.-e-A, Hu DQ, Sun DW, Gao AH, Zhou YB, Li J, Jiang XF. Angew. Chem. Int. Ed. 2019; 58: 13499