Cationic Gold(II) Complexes: Experimental and Theoretical Study
Jazyk angličtina Země Německo Médium print-electronic
Typ dokumentu časopisecké články
Grantová podpora
740.018.022
Nederlandse Organisatie voor Wetenschappelijk Onderzoek
VI.C.192.044
Nederlandse Organisatie voor Wetenschappelijk Onderzoek
LTAUSA19148
Ministerstvo Školství, Mládeže a Tělovýchovy
PubMed
35946558
PubMed Central
PMC9805138
DOI
10.1002/chem.202201794
Knihovny.cz E-zdroje
- Klíčová slova
- density functional calculations, electronic spectroscopy, gold, mass spectrometry, vibrational spectroscopy,
- MeSH
- dusík MeSH
- halogeny MeSH
- kationty MeSH
- krystalografie rentgenová MeSH
- ligandy MeSH
- měď * chemie MeSH
- teoretické modely MeSH
- zlato * chemie MeSH
- Publikační typ
- časopisecké články MeSH
- Názvy látek
- dusík MeSH
- halogeny MeSH
- kationty MeSH
- ligandy MeSH
- měď * MeSH
- zlato * MeSH
Gold(II) complexes are rare, and their application to the catalysis of chemical transformations is underexplored. The reason is their easy oxidation or reduction to more stable gold(III) or gold(I) complexes, respectively. We explored the thermodynamics of the formation of [AuII (L)(X)]+ complexes (L=ligand, X=halogen) from the corresponding gold(III) precursors and investigated their stability and spectral properties in the IR and visible range in the gas phase. The results show that the best ancillary ligands L for stabilizing gaseous [AuII (L)(X)]+ complexes are bidentate and tridentate ligands with nitrogen donor atoms. The electronic structure and spectral properties of the investigated gold(II) complexes were correlated with quantum chemical calculations. The results show that the molecular and electronic structure of the gold(II) complexes as well as their spectroscopic properties are very similar to those of analogous stable copper(II) complexes.
Zobrazit více v PubMed
Hashmi A. S. K., Chem. Rev. 2007, 107, 3180–3211. PubMed
Echavarren A. M., Hashmi A. S. K., Toste F. D., Adv. Synth. Catal. 2016, 358, 1347.
Quach R., Furkert D. P., Brimble M. A., Org. Biomol. Chem. 2017, 15, 3098–3104. PubMed
Zi W., Dean Toste F., Chem. Soc. Rev. 2016, 45, 4567–4589. PubMed
Fricke C., Reid W. B., Schoenebeck F., Eur. J. Org. Chem. 2020, 2020, 7119–7130.
Kramer S., Synth. 2020, 52, 2017–2030.
Huang L., Rudolph M., Rominger F., Hashmi A. S. K., Angew. Chem. Int. Ed. 2016, 55, 4808–4813; PubMed
Angew. Chem. 2016, 128, 4888–4893.
Winston M. S., Wolf W. J., Toste F. D., J. Am. Chem. Soc. 2014, 136, 7777–7782. PubMed PMC
Tlahuext-Aca A., Hopkinson M. N., Sahoo B., Glorius F., Chem. Sci. 2016, 7, 89–93. PubMed PMC
Dorel R., Echavarren A. M., Chem. Rev. 2015, 115, 9028–9072. PubMed PMC
Kumar R., Linden A., Nevado C., J. Am. Chem. Soc. 2016, 138, 13790–13793. PubMed
Rocchigiani L., Bochmann M., Chem. Rev. 2021, 121, 8364–8451. PubMed
Kim S., Toste F. D., J. Am. Chem. Soc. 2019, 141, 4308–4315. PubMed PMC
Wu C. Y., Horibe T., Jacobsen C. B., Toste F. D., Nature 2015, 517, 449–454. PubMed PMC
Pintus A., Rocchigiani L., Fernandez-Cestau J., Budzelaar P. H. M., Bochmann M., Angew. Chem. Int. Ed. 2016, 55, 12321–12324; PubMed PMC
Angew. Chem. 2016, 128, 12509–12512.
Laguna A., Laguna M., Coord. Chem. Rev. 1999, 193–195, 837–856.
Seidel S., Seppelt K., Science 2000, 290, 117–118. PubMed
Blake A. J., Greig J. A., Holder A. J., Hyde T. I., Taylor A., Schröder M., Angew. Chem. Int. Ed. Engl. 1990, 29, 197–198.
Gencheva G., Tsekova D., Gochev G., Mehandjiev D., Bontchev P. R., Inorg. Chem. Commun. 2003, 6, 325–328.
Preiß S., Förster C., Otto S., Bauer M., Müller P., Hinderberger D., Hashemi Haeri H., Carella L., Heinze K., Nat. Chem. 2017, 9, 1249–1255. PubMed
Baya M., Pérez-Bitrián A., Martínez-Salvador S., Martín A., Casas J. M., Menjón B., Orduna J., Chem. Eur. J. 2018, 24, 1514–1517. PubMed
Veit P., Volkert C., Förster C., Ksenofontov V., Schlicher S., Bauer M., Heinze K., Chem. Commun. 2019, 55, 4615–4618. PubMed
Barakat K. A., Cundari T. R., Rabaâ H., Omary M. A., J. Phys. Chem. B 2006, 110, 14645–14651. PubMed
Pyykkö P., Angew. Chem. Int. Ed. 2004, 43, 4412–4456; PubMed
Angew. Chem. 2004, 116, 4512–4557.
Pyykkö P., Inorg. Chim. Acta 2005, 358, 4113–4130.
Schmidbaur H., Cronje S., Djordjevic B., Schuster O., Chem. Phys. 2005, 311, 151–161.
Hargittai M., Schulz A., Réffy B., Kolonits M., J. Am. Chem. Soc. 2001, 123, 1449–1458.
Heinze K., Angew. Chem. Int. Ed. 2017, 56, 16126–16134; PubMed
Angew. Chem. 2017, 129, 16342–16350.
Preiß S., Päpcke A., Burkhardt L., Großmann L., Lochbrunner S., Bauer M., Opatz T., Heinze K., Chem. Eur. J. 2019, 25, 5940–5949. PubMed
Di Terlizzi L., Scaringi S., Raviola C., Pedrazzani R., Bandini M., Fagnoni M., Protti S., J. Org. Chem. 2022, 87, 4863–4872. PubMed PMC
Koelle U., Laguna A., Inorg. Chim. Acta 1999, 290, 44–50.
Roaşca D. A., Smith D. A., Hughes D. L., Bochmann M., Angew. Chem. Int. Ed. 2012, 51, 10643–10646; PubMed
Angew. Chem. 2012, 124, 10795–10798. PubMed
Gimeno M. C., López-de-Luzuriaga J. M., Manso E., Monge M., Olmos M. E., Rodríguez-Castillo M., Tena M.-T., Day D. P., Lawrence E. J., Wildgoose G. G., Inorg. Chem. 2015, 54, 10667–10677. PubMed PMC
Preiß S., Melomedov J., Wünsche Von Leupoldt A., Heinze K., Chem. Sci. 2016, 7, 596–610. PubMed PMC
Andris E., Jašík J., Gómez L., Costas M., Roithová J., Angew. Chem. Int. Ed. 2016, 55, 3637–3641; PubMed PMC
Angew. Chem. 2016, 128, 3701–3705.
Andris E., Navrátil R., Jašík J., Puri M., Costas M., Que L., Roithovaá J., J. Am. Chem. Soc. 2019, 140, 14391–14400. PubMed
De Kler N. R. M., Roithová J., Chem. Commun. 2020, 56, 12721–12724. PubMed
Langseth E., Görbitz C. H., Heyn R. H., Tilset M., Organometallics 2012, 31, 6567–6571.
Huang L., Rominger F., Rudolph M., Hashmi A. S. K., Chem. Commun. 2016, 52, 6435–6438. PubMed
Xiong X.-G., Wang Y.-L., Xu C.-Q., Qiu Y.-H., Wang L.-S., Li J., Dalton Trans. 2015, 44, 5535–5546. PubMed
Parker D., Roy P. S., Ferguson G., Hunt M. M., Inorg. Chim. Acta 1989, 155, 227–230.
Collado A., Nelson D. J., Nolan S. P., Chem. Rev. 2021, 121, 8559–8612. PubMed
Nahra F., Tzouras N. V., Collado A., Nolan S. P., Nat. Protoc. 2021, 16, 1476–1493. PubMed
Zuccarello G., Zanini M., Echavarren A. M., Isr. J. Chem. 2020, 60, 360–372.
Walker N. R., Wright R. R., Barran P. E., Murrell J. N., Stace A. J., J. Am. Chem. Soc. 2001, 123, 4223–4227. PubMed
Walker N. R., Wright R. R., Barran P. E., Stace A. J., Organometallics 1999, 18, 3569–3571.
Ferraz de Paiva R. E., Nakahata D. H., Corbi P. P., Acta Crystallogr. Sect. E Crystallogr. Commun. 2017, 73, 1048–1051. PubMed PMC
Dierkes P., van Leeuwen P. W. N. M., J. Chem. Soc. Dalton Trans. 1999, 1519–1530.
Söhnel T., Brown R., Kloo L., Schwerdtfeger P., Chem. Eur. J. 2001, 7, 3167–3173. PubMed
Schulz A., Hargittai M., Chem. Eur. J. 2001, 7, 3657–3670. PubMed
Finkelstein H., Ber. Dtsch. Chem. Ges. 1910, 43, 1528–1532.
Jin X., Davies R. P., Catal. Sci. Technol. 2017, 7, 2110–2117.
Amani V., Abedi A., Ghabeshi S., Khavasi H. R., Hosseini S. M., Safari N., Polyhedron 2014, 79, 104–115.
Bortoluzzi M., De Faveri E., Daniele S., Pitteri B., Eur. J. Inorg. Chem. 2006, 2, 3393–3399.
Pierce D. T., Geiger W. E., J. Am. Chem. Soc. 1992, 114, 6063–6073.
Groom C. R., Bruno I. J., Lightfoot M. P., Ward S. C., Acta Crystallogr. Sect. B Struct. Sci. Cryst. Eng. Mater. 2016, 72, 171–179. PubMed PMC
Scarborough C. C., Wieghardt K., Inorg. Chem. 2011, 50, 9773–9793. PubMed
Wang M., England J., Weyhermüller T., Wieghardt K., Eur. J. Inorg. Chem. 2015, 2015, 1511–1523.
Butschke B., Schlangen M., Schröder D., Schwarz H., Chem. Eur. J. 2008, 14, 11050–11060. PubMed
Butschke B., Schwarz H., Organometallics 2010, 29, 6002–6011.
Yassaghi G., Jašíková L., Roithová J., Int. J. Mass Spectrom. 2016, 407, 92–100.
Milko P., Roithová J., Inorg. Chem. 2009, 48, 11734–11742. PubMed
E. Rezabal, L. Duch, P. Milko, M. C. Holthausen, J. Roithov, J. W. Goethe-universit, L. Pho, C. H. Oh, C. Pho, L. Phoh, 2010, 8421–8429. PubMed
Milko P., Roithová J., Tsierkezos N., Schröder D., J. Am. Chem. Soc. 2008, 130, 7186–7187. PubMed
Jašík J., Žabka J., Roithová J., Gerlich D., Int. J. Mass Spectrom. 2013, 354–355, 204–210.
M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. a. Robb, J. R. Cheeseman, G. Scalmani, V. Barone, G. a. Petersson, H. Nakatsuji, X. Li, M. Caricato, a. V. Marenich, J. Bloino, B. G. Janesko, R. Gomperts, B. Mennucci, H. P. Hratchian, J. V. Ortiz, a. F. Izmaylov, J. L. Sonnenberg, Williams, F. Ding, F. Lipparini, F. Egidi, J. Goings, B. Peng, A. Petrone, T. Henderson, D. Ranasinghe, V. G. Zakrzewski, J. Gao, N. Rega, G. Zheng, W. Liang, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, K. Throssell, J. a. Montgomery Jr., J. E. Peralta, F. Ogliaro, M. J. Bearpark, J. J. Heyd, E. N. Brothers, K. N. Kudin, V. N. Staroverov, T. a. Keith, R. Kobayashi, J. Normand, K. Raghavachari, a. P. Rendell, J. C. Burant, S. S. Iyengar, J. Tomasi, M. Cossi, J. M. Millam, M. Klene, C. Adamo, R. Cammi, J. W. Ochterski, R. L. Martin, K. Morokuma, O. Farkas, J. B. Foresman, D. J. Fox, Gaussian 16, Revision C.01, 2016, Gaussian, Inc., Wallin.
Andris E., Navrátil R., Jašík J., Sabenya G., Costas M., Srnec M., Roithová J., Chem. Eur. J. 2018, 24, 5078–5081. PubMed
Corinti D., Crestoni M. E., Chiavarino B., Fornarini S., Scuderi D., Salpin J.-Y., J. Am. Soc. Mass Spectrom. 2020, 31, 946–960. PubMed PMC
Martens J., van Outersterp R. E., Vreeken R. J., Cuyckens F., Coene K. L. M., Engelke U. F., Kluijtmans L. A. J., Wevers R. A., Buydens L. M. C., Redlich B., Berden G., Oomens J., Anal. Chim. Acta 2020, 1093, 1–15. PubMed
Vícha J., Patzschke M., Marek R., Phys. Chem. Chem. Phys. 2013, 15, 7740. PubMed
Vícha J., Novotný J., Straka M., Repisky M., Ruud K., Komorovsky S., Marek R., Phys. Chem. Chem. Phys. 2015, 17, 24944–24955. PubMed
IUPAC. Compendium of Chemical Terminology, 2nd ed. (the ‘‘Gold Book’‘), Compiled by A. D. McNaught and A. Wilkinson. Blackwell Scientific, Oxford, 1997. Online version (2019-) created by S. J. Chalk.,” DOI 10.1351/goldbook.O04365, 1997.
C. S. Day, C. D. Do, C. Odena, J. Benet-Buchholz, L. Xu, C. Foroutan-Nejad, K. H. Hopmann, R. Martin, J. Am. Chem. Soc. 2022, 144, 13109-13117 . PubMed PMC
Pitteri B., Marangoni G., Visentin F., Bobbo T., Bertolasi V., Gilli P., J. Chem. Soc. Dalton Trans. 1999, 677–682.
Czerwińska K., Golec M., Skonieczna M., Palion-Gazda J., Zygadło D., Szlapa-Kula A., Krompiec S., Machura B., Szurko A., Dalton Trans. 2017, 46, 3381–3392. PubMed
Peng K., Friedrich A., Schatzschneider U., Chem. Commun. 2019, 55, 8142–8145. PubMed
Dann T., Roşca D. A., Wright J. A., Wildgoose G. G., Bochmann M., Chem. Commun. 2013, 49, 10169–10171. PubMed
Anania M., Jašíková L., Zelenka J., Shcherbachenko E., Jašík J., Roithová J., Chem. Sci. 2020, 11, 980–988. PubMed PMC
Škríba A., Schulz J., Roithová J., Organometallics 2014, 33, 6868–6878.
Zins E.-L., Pepe C., Schröder D., J. Mass Spectrom. 2010, 45, 1253–1260. PubMed
Morsa D., Gabelica V., Rosu F., Oomens J., De Pauw E., J. Phys. Chem. Lett. 2014, 5, 3787–3791. PubMed
Carpenter J. E., McNary C. P., Furin A., Sweeney A. F., Armentrout P. B., J. Am. Soc. Mass Spectrom. 2017, 28, 1876–1888. PubMed
Rahrt R., Auth T., Demireva M., Armentrout P. B., Koszinowski K., Anal. Chem. 2019, 91, 11703–11711. PubMed
Andris E., Segers K., Mehara J., Rulíšek L., Roithová J., Angew. Chem. Int. Ed. 2020, 59, 23137–23144; PubMed PMC
Angew. Chem. 2020, 132, 23337–23344.
Roithová J., Gray A., Andris E., Jašík J., Gerlich D., Acc. Chem. Res. 2016, 49, 223–230. PubMed
Jašík J., Navrátil R., Němec I., Roithová J., J. Phys. Chem. A 2015, 119, 12648–12655. PubMed
Casini A., Diawara M. C., Scopelliti R., Zakeeruddin S. M., Grätzel M., Dyson P. J., J. Chem. Soc. Dalton Trans. 2010, 39, 2239–2245. PubMed
Balasubramani S. G., Chen G. P., Coriani S., Diedenhofen M., Frank M. S., Franzke Y. J., Furche F., Grotjahn R., Harding M. E., Hättig C., Hellweg A., Helmich-Paris B., Holzer C., Huniar U., Kaupp M., Marefat Khah A., Karbalaei Khani S., Müller T., Mack F., Nguyen B. D., Parker S. M., Perlt E., Rappoport D., Reiter K., Roy S., Rückert M., Schmitz G., Sierka M., Tapavicza E., Tew D. P., van Wüllen C., Voora V. K., Weigend F., Wodyński A., Yu J. M., J. Chem. Phys. 2020, 152, 184107. PubMed PMC
Perdew J. P., Burke K., Ernzerhof M., Phys. Rev. Lett. 1996, 77, 3865–3868. PubMed
Pritchard B. P., Altarawy D., Didier B., Gibson T. D., Windus T. L., J. Chem. Inf. Model. 2019, 59, 4814–4820. PubMed
Feller D., J. Comput. Chem. 1996, 17, 1571–1586.
Schuchardt K. L., Didier B. T., Elsethagen T., Sun L., Gurumoorthi V., Chase J., Li J., Windus T. L., J. Chem. Inf. Model. 2007, 47, 1045–1052. PubMed
Clark T., Chandrasekhar J., Spitznagel G. W., Schleyer P. V. R., J. Comput. Chem. 1983, 4, 294–301.
Krishnan R., Binkley J. S., Seeger R., Pople J. A., J. Chem. Phys. 1980, 72, 650–654.
Dolg M., Wedig U., Stoll H., Preuss H., J. Chem. Phys. 1987, 86, 866–872.
Schwerdtfeger P., Dolg M., Schwarz W. H. E., Bowmaker G. A., Boyd P. D. W., J. Chem. Phys. 1989, 91, 1762–1774.
te Velde G., Bickelhaupt F. M., Baerends E. J., Fonseca Guerra C., van Gisbergen S. J. A., Snijders J. G., Ziegler T., J. Comput. Chem. 2001, 22, 931–967.
van Lenthe E., Baerends E. J., Snijders J. G., J. Chem. Phys. 1993, 99, 4597–4610.
van Lenthe E., Baerends E. J., Snijders J. G., J. Chem. Phys. 1994, 101, 9783–9792.
van Lenthe E., Ehlers A., Baerends E.-J., J. Chem. Phys. 1999, 110, 8943–8953.
R. F. W. Bader, Atoms in Molecules: A Quantum Theory, Clarendon, Oxford, 1990.
T. A. Keith, AIMAll, TK Gristmill Software, Overland Park KS, 2019.
E. D. Glendening, J. K. Badenhoop, A. E. Reed, J. E. Carpenter, J. A. Bohmann, C. M. Morales, P. Karafiloglou, C. R. Landis, F. Weinhold, NBO 7.0, Theoretical Chemistry Institute, University of Wisconsin–Madison,” 2018.
Carpenter J. E., Weinhold F., J. Mol. Struct. 1988, 169, 41–62.
Foster J. P., Weinhold F., J. Am. Chem. Soc. 1980, 102, 7211–7218.
Reed A. E., Weinhold F., J. Chem. Phys. 1983, 78, 4066–4073.
Reed A. E., Weinstock R. B., Weinhold F., J. Chem. Phys. 1985, 83, 735–746.
Glendening E. D., Landis C. R., Weinhold F., J. Comput. Chem. 2019, 40, 2234–2241. PubMed