Citation: SUN Dan, YUAN Xue-Mei, XU Hai-Jun, XU Li, SHEN Zhen. Progress on Near-infrared Fluorescent BODIPY Dyes[J]. Chinese Journal of Inorganic Chemistry, ;2015, 31(8): 1467-1479. doi: 10.11862/CJIC.2015.209 shu

Progress on Near-infrared Fluorescent BODIPY Dyes

  • Corresponding author: XU Hai-Jun,  SHEN Zhen, 
  • Received Date: 21 February 2015
    Available Online: 21 May 2015

    Fund Project: 国家自然科学基金(No.21301092,21371090) (No.21301092,21371090)霍英东教育基金会(No.141030) (No.141030)江苏省自然科学基金(No.BK20130054) (No.BK20130054)江苏省生物质绿色 燃料与化学品重点实验室开放基金(No.JSBGFC12002) (No.JSBGFC12002)

  • Near-infrared (NIR) fluorescent dyes based-on boron difluoride dipyrromethene (BODIPY) are a new type of fluorescent dyes, which have been widely studied because of their excellent photophysical and photochemical properties and have become a newly-emerging hotspot in recent years. In this review article, we summarize the latest research progresses in the design, synthesis and application of near-infrared fluorescent BODIPYs, in addition their future research aspects and application perspectives are also prospected.
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    1. [1]

      [1] Frangioni J V. Curr. Opin. Chem. Biol., 2003,7:626-634

    2. [2]

      [2] Ntziachristos V, Bremer C, Weissleder R. Eur. Radiol., 2003, 13:195-208

    3. [3]

      [3] LIU Zheng(刘政), SUN Li-Ning(孙丽宁), SHI Li-Yi(施利毅), et al. Progress in Chemistry(化学进展), 2011,23(1):153-164

    4. [4]

      [4] Jin Y, Ye F, Zeigler M, et al. ACS Nano, 2011,5(2):1468-1475

    5. [5]

      [5] Yuan L, Lin W Y, Zheng K B, et al. Chem. Soc. Rev., 2013,42(24):622-661

    6. [6]

      [6] Qian G, Wang Z Y. Chem. Asian J., 2010,5(5):1006-1029

    7. [7]

      [7] Pogue B, Jiang S D, Dehghani H. Alternative Breast Imaging. Chapter 10. Boston:Springer, 2005:201-226

    8. [8]

      [8] Lu H, Mack J, Yang Y, et al. Chem. Soc. Rev., 2014,43:4778-4823

    9. [9]

      [9] Ulrich G, Goeb S, Nicola D A, et al. J. Org. Chem., 2011,76(11):4489-4505

    10. [10]

      [10] WANG Cui-Ping(王红萍), CUI Ai-Jun(崔爱军), TIAN Mao-Zhong(田茂忠), et al. Contemp. Chem. Ind.(当代化工), 2007,36(2):198-201

    11. [11]

      [11] Karolin J, Johansson L B A, Strandberg L. J. Am. Chem. Soc., 1994,116(17):7801-7806

    12. [12]

      [12] Ulrich G, Ziessel R, Harriman A. Angew. Chem. Int. Ed., 2008,47(7):1184-1201

    13. [13]

      [13] Loudet A, Burgess K. Chem. Rev., 2007,107(11):4891-4932

    14. [14]

      [14] Gabe Y, Urano Y, Kikuchi K, et al. J. Am. Chem. Soc., 2004,126(10):3357-3367

    15. [15]

      [15] Wang Y W, Descalzo A B, Shen Z, et al. Chem. Eur. J., 2010,16(9):2887-2903

    16. [16]

      [16] Rurack K, Kollmannsberger M, Daub J. Angew. Chem. Int. Ed., 2001,40(2):385-387

    17. [17]

      [17] Yu C J, Xu Y J, Jiao L J, et al. Chem. Eur. J., 2012,18(21):6437-6442

    18. [18]

      [18] Ono N, Yamamoto T, Shimada N, et al. Heterocycles, 2003, 61(1):433-447

    19. [19]

      [19] Shen Z, Rhr H, Rurack K, et al. Chem. Eur. J., 2004,10(19):4853-4871

    20. [20]

      [20] Uppal T, Hu X K, Fronczek F R, et al. Chem. Eur. J., 2012, 18(13):3893-3905

    21. [21]

      [21] Descalzo A B, Xu H J, Xue Z L, et al. Org. Lett., 2008,10(8):1581-1584

    22. [22]

      [22] Okujima T, Tomimori Y, Nakamura J, et al. Tetrahedron, 2010,66(34):6895-6900

    23. [23]

      [23] Nakamura M, Tahara H, Takahashi K, et al. Org. Biomol. Chem., 2012,10(34):6840-6849

    24. [24]

      [24] Nakamura M, Kitatsuka M, Takahashi K, et al. Org. Biomol. Chem., 2014,12(8):1309-1317

    25. [25]

      [25] Deniz E, Isbasar G C, Bozdemir A, et al. Org. Lett., 2008,10(16):3401-3403

    26. [26]

      [26] Lu J S, Fu H Y, Zhang Y G, et al. Angew. Chem. Int. Ed., 2011,50(49):11658-11662

    27. [27]

      [27] Olivier J H, Widmaier J, Ziessel R. Chem. Eur. J., 2011,17(42):11709-11714

    28. [28]

      [28] Ziessel R, Rihn S, Harriman A. Chem. Eur. J., 2010,16(39):11942-11953

    29. [29]

      [29] Zhao Y, Zhang Y, Lü X, et al. J. Mater. Chem., 2011,21(35):13168-13171

    30. [30]

      [30] Shandura M P, Yakubovskyi V P, Gerasov A O, et al. Eur. J. Org. Chem., 2012,9:1825-1834

    31. [31]

      [31] He H, Lo P C, Yeung S L, et al. J. Med. Chem., 2011,54(8):3097-3102

    32. [32]

      [32] Zhang D K, Wen Y G, Xiao Y, et al. Chem. Commun., 2008, 49:4777-4779

    33. [33]

      [33] Lai R Y, Bard A J. J. Phys. Chem. B, 2003,107(21):5036-5042

    34. [34]

      [34] Zhang D K, Wang Y C, Xiao Y, et al. Tetrahedron, 2009,65(39):8099-8103

    35. [35]

      [35] Xiao Y, Zhang D K, Qian X H, et al. Chem. Commun., 2011,47:11513-11515

    36. [36]

      [36] Lu H, Wang Q H, Gai L Z, et al. Chem. Eur. J., 2012,18(25):7852-7861

    37. [37]

      [37] Lin H Y, Huang W C, Chen Y C, et al. Chem. Commun., 2012,48:8913-8915

    38. [38]

      [38] Fu G L, Pan H, Zhao Y H, et al. Org. Biomol. Chem., 2011, 9(23):8141-8146

    39. [39]

      [39] Umezawa K, Nakamura Y, Makino H, et al. J. Am. Chem. Soc., 2008,130(5):1550-1551

    40. [40]

      [40] Umezawa K, Matsui A, Nakamura Y, et al. Chem. Eur. J., 2009,15(5):1096-1106

    41. [41]

      [41] Wang H, Zeng J. Can. J. Chem., 2009,87(9):1209-1212

    42. [42]

      [42] Awuah S G, Polreis J, Biradar V, et al. Org. Lett., 2011,13(15):3884-3887

    43. [43]

      [43] Matsui A, Umezawa K, Shindo Y, et al. Chem. Commun., 2011,47:10407-10409

    44. [44]

      [44] Hayashi Y, Obata N, Tamaru M, et al. Org. Lett., 2012,14(3):866-869

    45. [45]

      [45] Yang Y C, Guo Q L, Chen H C, et al. Chem. Commun., 2013,49:3940-3942

    46. [46]

      [46] Yakubovskyi V P, Shandura M P, Kovtun Y P. Eur. J. Org. Chem., 2009,19:3237-3243

    47. [47]

      [47] Jiao C, Huang K W, Wu J. Org. Lett., 2011,13(4):632-635

    48. [48]

      [48] Jiao C, Zhu L, Wu J. Chem. Eur. J., 2011,17(24):6610-6614

    49. [49]

      [49] Zeng L, Jiao C, Huang X, et al. Org. Lett., 2011,13(22):6026-6029

    50. [50]

      [50] Killoran J, Allen L, Gallagher J F, et al. Chem. Commun., 2002,17:1862-1863

    51. [51]

      [51] Byrne A T, OConnor A E, Hall M, et al. Br. J. Cancer, 2009, 101:1565-1573

    52. [52]

      [52] Zhao W, Carreira E M. Angew. Chem. Int. Ed., 2005,44(11):1677-1679

    53. [53]

      [53] Zhang X, Yu H, Xiao Y. J. Org. Chem., 2012,77(1):669-673

    54. [54]

      [54] Gresser R, Hartmann H, Wrackmeyer M, et al. Tetrahedron, 2011,67(37):7148-7155

    55. [55]

      [55] Donyagina V F, Shimizu S, Kobayashi N, et al. Tetrahedron Lett., 2008,49(42):6152-6154

    56. [56]

      [56] Gresser R, Hummert M, Hartmann H, et al. Chem. Eur. J., 2011,17(10):2939-2947

    57. [57]

      [57] Lu H, Shimizu S, Mack J, et al. Chem. Asian J., 2011,6(4):1026-1037

    58. [58]

      [58] Adarsh N, Shanmugasundaram M, Avirah R R, et al. Chem. Eur. J., 2012,18(40):12655-12662

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