para-functionalized POCOP pincer compound: from synthesis to applications
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Keywords

organometallic compounds
POCOP pincer compounds
homogeneous catalysis
mettallodrugs
electrocatalysts
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Abstract

Currently, organometallic compounds have gained significant attention due to their diverse applications. Among them, pincer compounds stand out for their high stability, making them ideal candidates as catalysts and for the development of new metallodrugs. This review explores key aspects of these compounds, including synthetic routes,
a detailed description of their structure and the contributions of our research group in homogeneous catalysis, electrocatalysis, and medicinal chemistry, focusing on para-functionalized POCOP pincer compounds.

https://doi.org/10.62534/rseq.aq.2021
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References

L. E. López-Robledo, E. E. Ortiz-Fuentes, E. Rufino-Felipe, J. S. Serrano-García, A. Arenaza-Corona, S. Hernandez-Ortega, H. Valdés, L. Gonzalez-Sebastian, V. Reyes-Márquez, D. Morales-Morales, New J. Chem. 2024, https://doi.org/10.1039/D4NJ03776F.

R. Favela-Mendoza, E. Rufino-Felipe, H. Valdés, R. A. Toscano, S. Hernandez-Ortega, D. Morales-Morales, Inorg. Chim. Acta 2020, 512, 119920, https://doi.org/10.1016/j.ica.2020.119920.

G. Gasser, I. Ott, N. Metzler-Nolte, J. Med. Chem. 2011, 54, 3–25, https://doi.org/10.1021/jm100020w.

S. M. Qader, Azhin hamad mohammed, A. M. Muhammed, R. A. Omer, E. I. Abdulkareem, R. F. Rashid, Rev. Inorg. Chem. 2024, https://doi.org/10.1515/revic-2024-0066.

J. Serrano-Becerra, D. Morales-Morales, Curr. Org. Synth. 2009, 6, 169–192, https://doi.org/10.2174/157017909788167293.

H. Valdés, L. González-Sebastián, D. Morales-Morales, J. Organomet. Chem. 2017, 845, 229–257, https://doi.org/10.1016/j.jorganchem.2017.05.034.

M. Vogt, R. Langer, Eur. J. Inorg. Chem. 2020, 2020, 3885–3898, https://doi.org/10.1002/ejic.202000513.

S. G. Churusova, D. V. Aleksanyan, E. Yu. Rybalkina, O. Yu. Susova, A. S. Peregudov, V. V. Brunova, E. I. Gutsul, Z. S. Klemenkova, Y. V. Nelyubina, V. N. Glushko, V. A. Kozlov, Inorg. Chem. 2021, 60, 9880–9898, https://doi.org/10.1021/acs.inorgchem.1c01138.

J. Takaya, Chem. Sci. 2021, 12, 1964–1981, https://doi.org/10.1039/D0SC04238B.

J. A. Cabeza, P. García-Álvarez, Chem. Eur. J. 2023, 29, e202203096, https://doi.org/10.1002/chem.202203096.

M. Albrecht, G. van Koten, Angew. Chem., Int. Ed. 2001, 40, 3750–3781, https://doi.org/10.1002/1521-3773(20011015)40:20<3750::AID-ANIE3750>3.0.CO;2-6.

D. Morales-Morales, Rev. Soc. Quím. Mex. 2004, 48, 338–346.

M. Albrecht, Chem. Rev. 2010, 110, 576–623, https://doi.org/10.1021/cr900279a.

C. J. Moulton, B. L. Shaw, J. Chem. Soc., Dalton Trans. 1976, 1020–1024, https://doi.org/10.1039/DT9760001020.

D. Morales-Morales, Mini Rev. Org. Chem. 2008, 5, 141–152, https://doi.org/10.2174/157019308784223578.

M. A. García-Eleno, E. Padilla-Mata, F. Estudiante-Negrete, F. Pichal-Cerda, S. Hernández-Ortega, R. A. Toscano, D. Morales-Morales, New J. Chem. 2015, 39, 3361–3365, https://doi.org/10.1039/C5NJ00052A.

W. Eder, D. Himmelbauer, B. Stöger, L. F. Veiros, M. Pignitter, K. Kirchner, Dalton Trans. 2021, 50, 13915–13924, https://doi.org/10.1039/D1DT02407H.

S. S. Racharlawar, A. Kumar, N. Mirzadeh, S. K. Bhargava, J. Wagler, P. R. Likhar, J. Organomet. Chem. 2014, 772–773, 182–187, https://doi.org/10.1016/j.jorganchem.2014.09.017.

A. Pape, M. Lutz, G. Müller, Angew. Chem. Int. Ed. 1994, 33, 2281–2284, https://doi.org/10.1002/anie.199422811.

X.-Y. Liu, Y.-C. Zhang, W. Huang, R. Jin, Z. Chen, J. Organomet. Chem. 2023, 994, 122728, https://doi.org/10.1016/j.jorganchem.2023.122728.

H. H. Pham, B. Donnadieu, T. K. Hollis, Appl. Organomet. Chem. 2024, 38, https://doi.org/10.1002/aoc.6789.

M. Gagliardo, C. H. M. Amijs, M. Lutz, A. L. Spek, R. W. A. Havenith, F. Hartl, G. P. M. van Klink, G. van Koten, Inorg. Chem. 2007, 46, 11133–11144, https://doi.org/10.1021/ic701501q.

P. Dani, M. A. M. Toorneman, G. P. M. van Klink, G. van Koten, Organometallics 2000, 19, 5287–5296, https://doi.org/10.1021/om0005001.

V. Subramaniyan, B. Dutta, A. Govindaraj, G. Mani, Dalton Trans. 2019, 48, 7203–7210, https://doi.org/10.1039/C8DT03413C.

B. Vabre, M. L. Lambert, A. Petit, D. H. Ess, D. Zargarian, Organometallics 2012, 31, 6041–6053, https://doi.org/10.1021/om3003784.

A. Castonguay, A. L. Beauchamp, D. Zargarian, Organometallics 2008, 27, 5723–5732, https://doi.org/10.1021/om8005454.

D. Morales-Morales, C. Grause, K. Kasaoka, R. Redón, R. E. Cramer, C. M. Jensen, Inorg. Chim. Acta 2000, 300–302, 958–963, https://doi.org/10.1016/S0020-1693(99)00616-7.

A. Naghipour, S. J. Sabounchei, D. Morales-Morales, D. Canseco-González, C. M. Jensen, Polyhedron 2007, 26, 1445–1448, https://doi.org/10.1016/j.poly.2006.11.023.

J. S. Serrano-García, A. Amaya-Flórez, J. R.-Galindo, L. González-Sebastián, L. H. Delgado-Rangel, D. Morales-Morales, Inorganics 2024, 12, 221, https://doi.org/10.3390/inorganics12080221.

H. Valdés, E. Rufino-Felipe, D. Morales-Morales, J. Organomet. Chem. 2019, 898, 120864, https://doi.org/10.1016/j.jorganchem.2019.07.015.

R. B. Bedford, S. M. Draper, P. Noelle Scully, S. L. Welch, New J. Chem. 2000, 24, 745–747, https://doi.org/10.1039/B004793G.

S. Ogo, Y. Takebe, K. Uehara, T. Yamazaki, H. Nakai, Y. Watanabe, S. Fukuzumi, Organometallics 2006, 25, 331–338, https://doi.org/10.1021/om0503592.

M. K. Salomón-Flores, I. J. Bazany-Rodríguez, D. Martínez-Otero, M. A. García-Eleno, J. J. Guerra-García, D. Morales-Morales, A. Dorazco-González, Dalton Trans. 2017, 46, 4950–4959, https://doi.org/10.1039/C6DT04897H.

M. Esfandiari, G. Havaei, S. Zahiri, G. Mohammadnezhad, Coord. Chem. Rev. 2022, 472, 214778, https://doi.org/10.1016/j.ccr.2022.214778.

A. Sánchez‐Mora, E. Briñez, A. Pico, L. González‐Sebastián, J. Antonio Cruz‐Navarrro, A. Arenaza‐Corona, N. Puentes‐Díaz, J. Alí‐Torres, V. Reyes‐Márquez, D. Morales‐Morales, Chem. Biodiversity 2024, 21, e202400995, https://doi.org/10.1002/cbdv.202400995.

M. Hosseini-Kharat, D. Zargarian, A. M. Alizadeh, K. Karami, M. Saeidifar, S. Khalighfard, L. Dubrulle, M. Zakariazadeh, J. P. Cloutier, Z. Sohrabijam, Dalton Trans. 2018, 47, 16944–16957, https://doi.org/10.1039/c8dt03079k.

T. Zou, J. Liu, C. T. Lum, C. Ma, R. C. Chan, C. Lok, W. Kwok, C. Che, Angew. Chem. 2014, 126, 10283–10287, https://doi.org/10.1002/ange.201405384.

M. Hosseini-Kharat, R. Rahimi, D. Zargarian, Z. Mehri Lighvan, A. A. Momtazi-Borojeni, T. Sharifi, E. Abdollahi, H. Tavakol, T. Mohammadi, J. Biomol. Struct. Dyn. 2019, 37, 3788–3802, https://doi.org/10.1080/07391102.2018.1527724.

T. Xu, G. Bauer, X. Hu, ChemBioChem 2016, 17, 31–32, https://doi.org/10.1002/cbic.201500498.

M. D. Wodrich, X. Hu, Nat. Rev. Chem. 2017, 2, 0099, https://doi.org/10.1038/s41570-017-0099.

D. M. Roddick, en Organometallic Pincer Chemistry (Eds.: G. van Koten, D. Milstein), Springer, Berlin, Heidelberg, 2013, pp. 49–88, https://doi.org/10.1007/978-3-642-31081-2_3.

T. Kimura, Y. Uozumi, Organometallics 2006, 25, 4883–4887, https://doi.org/10.1021/om060506b.

J. M. Goldberg, G. W. Wong, K. E. Brastow, W. Kaminsky, K. I. Goldberg, D. M. Heinekey, Organometallics 2015, 34, 753–762, https://doi.org/10.1021/om501166w.

J. Jover, J. Cirera, Dalton Trans. 2019, 48, 15036–15048, https://doi.org/10.1039/C9DT02876E.

M. Asay, D. Morales-Morales, en The Privileged Pincer-Metal Platform: Coordination Chemistry & Applications (Eds.: G. van Koten, R.A. Gossage), Springer, Cham, 2015, pp. 239–268, https://doi.org/10.1007/3418_2015_135.

V. Gómez-Benítez, O. Baldovino-Pantaleón, C. Herrera-Álvarez, R. A. Toscano, D. Morales-Morales, Tetrahedron Lett. 2006, 47, 5059–5062, https://doi.org/10.1016/j.tetlet.2006.05.094.

V. Pandarus, D. Zargarian, Organometallics 2007, 26, 4321–4334, https://doi.org/10.1021/om700400x.

F. Hernández-García, A. T. Sanchez-Mora, J. S. Serrano-García, A. Amaya-Florez, L. A. Ortiz-Frade, G. A. Alvarez-Romero, J. A. Cruz-Navarro, D. Morales-Morales, Processes 2024, 12, 1466, https://doi.org/10.3390/pr12071466.

A. Amaya-Flórez, J. S. Serrano-García, J. Ruiz-Galindo, A. Arenaza-Corona, J. A. Cruz-Navarro, A. L. Orjuela, J. Alí-Torres, M. Flores-Alamo, P. Cano-Sanchez, V. Reyes-Márquez, D. Morales-Morales, Front. Chem. 2024, 12, 1483999, https://doi.org/10.3389/fchem.2024.1483999.

J. S. Serrano-García, M. A. García-Eleno, A. Arenaza-Corona, E. Rufino-Felipe, H. Valdés, S. Hernandez-Ortega, D. Morales-Morales. Dalton Trans. 2024, https://doi.org/10.1039/d4dt02841d.