Citation: Xuyu WANG, Xinran XIE, Dengke CAO. Photoreaction characteristics and luminescence modulation in phosphine-anthracene-based Au(Ⅰ) and Ir(Ⅲ) complexes[J]. Chinese Journal of Inorganic Chemistry, ;2025, 41(8): 1513-1522. doi: 10.11862/CJIC.20250113 shu

Photoreaction characteristics and luminescence modulation in phosphine-anthracene-based Au(Ⅰ) and Ir(Ⅲ) complexes

  • Corresponding author: Dengke CAO, dkcao@nju.edu.cn
  • Received Date: 2 April 2025
    Revised Date: 26 April 2025

Figures(11)

  • The phosphine-anthracene ligand 1, 8-bis(diphenylphosphine) anthracene (Hbdpa) and its complexes[Au(Hbdpa)2]PF6 (1) and [Ir(tpy)(bdpa)](PF6)2 (2) were synthesized, where tpy=2, 2′∶6′, 2″-tripyridine. Upon light irradiation, these compounds underwent photoreaction, yielding Hbdpa-2O, [Au(Hbdpa-O)2]PF6 (1-O) and [Ir(tpy)(bdpa-OH)](PF6)2 (2-OH). NMR, mass spectrometry, and X-ray crystallography characterized the structures of these compounds. We discussed the photoreaction characteristics of compounds Hbdpa, 1, and 2, as well as the associated luminescence modulation. We found that the coordination with Au(Ⅰ) or Ir(Ⅲ) enhanced the photoreaction activity of the ligand Hbdpa. Moreover, complex 2 is the first Ir(Ⅲ) complex in which an anthracene unit participates in coordination and exhibits a light-induced dearomatization reaction, leading to the formation of complex 2-OH.
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    1. [1]

      SONG S Q, ZHANG H Z, LIU Y. Light-controlled macrocyclic supramolecular assemblies and luminescent behaviors[J]. Accounts Mater. Res., 2024, 5(9): 1109-1120

    2. [2]

      CHAN A Y, PERRY I B, BISSONNETTE N B, BUKSH B F, EDWARDS G A, FRYE L I, GARRY O L, LAVAGNINO M N, LI B X, LIANG Y F, MAO E, MILLET A, OAKLEY J V, REED N L, SAKAI H A, SEATH C P, MACMILLAN D W C. Metallaphotoredox: The merger of photoredox and transition metal catalysis[J]. Chem. Rev., 2022, 122(2): 1485-1542

    3. [3]

      HONG P, LIU J, QIN K X, TIAN R, PENG L Y, SU Y S, GAN Z S, YU X X, YE L, ZHU M Q, LI C. Towards optical information recording: A robust visible-light-driven molecular photoswitch with the ring-closure reaction yield exceeding 96.3%[J]. Angew. Chem. ‒Int. Edit., 2024, 63(8): e202316706

    4. [4]

      GUO K X, YANG X H, ZHOU C, LI C. Self-regulated reversal deformation and locomotion of structurally homogenous hydrogels subjected to constant light illumination[J]. Nat. Commun., 2024, 15(1): 1694

    5. [5]

      HARADA J, KAWAZOE Y, OGAWA K. Photochromism of spiropyrans and spirooxazines in the solid state: Low temperature enhances photocoloration[J]. Chem. Commun., 2010, 46(15): 2593-2595

    6. [6]

      JERCA F A, JERCA V V, HOOGENBOOM R. Advances and opportunities in the exciting world of azobenzenes[J]. Nat. Rev. Chem., 2022, 6(1): 51-69

    7. [7]

      CHEN Y S, WANG C H, HU Y H, LU C Y D, YANG J S. An elastic organic crystal enables macroscopic photoinduced crystal elongation[J]. J. Am. Chem. Soc., 2023, 145(11): 6024-6028

    8. [8]

      O′DONNELL M. Photo-dimerization of solid anthracene[J]. Nature, 1968, 218(5140): 460-461

    9. [9]

      NIERMEIER P, MAIBOM K A M, LAMM J H, NEUMANN B, STAMMLER H G, MITZEL N W. Hydrogen-bond-induced selectivity of a head-to-head photo-dimerisation of dialkynylanthracene-access to tetradentate Lewis acids[J]. Chem. Sci., 2021, 12(22): 7943-7952

    10. [10]

      FUDICKAR W, LINKER T. Why triple bonds protect acenes from oxidation and decomposition[J]. J. Am. Chem. Soc., 2012, 134(36): 15071-15082

    11. [11]

      YU H J, ZHOU Q Y, DAI X Y, SHEN F F, ZHANG Y M, XU X F, LIU Y. Photooxidation-driven purely organic room-temperature phosphorescent lysosome-targeted imaging[J]. J. Am. Chem. Soc., 2021, 143(34): 13887-13894

    12. [12]

      NATARAJAN P, SCHMITTEL M. ON-OFF luminescence signaling of hybrid organic-inorganic switches[J]. Inorg. Chem., 2013, 52(15): 8579-8590

    13. [13]

      LIU X, DAI P L, GU T H, WU Q, WEI H L, LIU S J, ZHANG K Y, ZHAO Q. Cyclometalated iridium(Ⅲ) complexes containing an anthracene unit for sensing and imaging singlet oxygen in cellular mitochondria[J]. J. Inorg. Biochem., 2020, 209: 111106

    14. [14]

      GENONI A, CHIRDON D N, BONIOLO M, SARTOREL A, BERNHARD S, BONCHIO M. Tuning iridium photocatalysts and light irradiation for enhanced CO2 reduction[J]. ACS Catal., 2017, 7(1): 154-160

    15. [15]

      KITAGAWA Y, NAITO A, AIKAWA K, SHIMA K, SHOJI S, FUSHIMI K, HASEGAWA Y. Tribo-excited chemical reaction using an Eu complex with a stacked anthracene framework[J]. Chem. ‒Eur. J., 2022, 28(16): e202104401

    16. [16]

      YUAN Q Z, FAN Q W H, LV H, CHEN W W, YANG X X, CAO D K, WEN J. Two anthracene-based Ir(Ⅲ) complexes [Ir(pbt)2(aip)]Cl and [Ir(pbt)2(aipm)]Cl: Relationship between substituent group and photo-oxidation activity as well as photo-oxidation-induced luminescence[J]. Inorg. Chem., 2020, 59(23): 17071-17076

    17. [17]

      ERKEN C, HINDEMITH C, WEYHERMÜLLER T, HÖLSCHER M, WERLÉ C, LEITNER W. Hydroamination of aromatic alkynes to imines catalyzed by Pd􀃭-anthraphos complexes[J]. ACS Omega, 2020, 5(15): 8912-8918

    18. [18]

      CHAN K T, TONG G S M, TO W P, YANG C, DU L, PHILLIPS D L, CHE C M. The interplay between fluorescence and phosphorescence with luminescent gold(Ⅰ) and gold(Ⅲ) complexes bearing heterocyclic arylacetylide ligands[J]. Chem. Sci., 2017, 8(3): 2352-2364

    19. [19]

      DOBROSCHKE M, GELDMACHER Y, OTT I, HARLOS M, KATER L, WAGNER L, GUST R, SHELDRICK W S, PROKOP A. Cytotoxic rhodium(Ⅲ) and iridium(Ⅲ) polypyridyl complexes: Structure-activity relationships, antileukemic activity, and apoptosis induction[J]. ChemMedChem, 2009, 4(2): 177-187

    20. [20]

      (a) CROSBY G A, DEMAS J N. Measurement of photoluminescence quantum yields‒Review[J]. J. Phys. Chem., 1971, 75(8): 991-1024 (b)Brouwer A M. Standards for photoluminescence quantum yield measurements in solution (IUPAC Technical Report)[J]. Pure Appl. Chem., 2011, 83(12): 2213-2228

    21. [21]

      PEREIRA R M S, FUJIWARA F Y, VARGAS M D, BRAGA D, GREPIONI F. Synthesis and structural characterization of [Ir4(CO)8(η1-Ph)(μ4-η3-PhPC(H)CPh)(μ-PPh2)], with a η1-phenyl group arising from selective cleavage of a coordinated Ph2PC(H)CPh ligand, and of the CO-inserted product [Ir4(CO)8(η1-C(O)Ph)(μ4-η3-PhPC(H)CPh)(μ-PPh2)][J]. Organometallics, 1997, 16(22): 4833-4838

    22. [22]

      HUANG J G, JIN J M, YUAN Q Z, YANG X X, CAO D K, LIU C G. Benzo[g]quinoxaline-based complexes [Ir(pbt)2(dppn)]Cl and [Ir(pt)2(dppn)]Cl: Modulation of photo-oxidation activity and light-controlled luminescence[J]. Inorg. Chem., 2023, 62(26): 10382-10388

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