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Phosphazene-Containing Ligands and Complexes on Their Base

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Abstract

Recent developments in the synthesis of phosphazene-based ligands (preparation of polyfunctional coordination ligands such as pyridyloxy-, pyrazolyl-, phenanthroline-, porphyrine-, carboxyl-, fluorene-, 1,1'-bis-2-naphthol-, coumarin-, and oxazoline-containing cyclophosphazenes as well as phosphazenes containing crown ether and spirocyclic groups) are reviewed. Coordination behavior, complex formation properties, and certain peculiar features of these ligands are described. Special attention is paid to their applications in science and technology.

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References

  1. USA Patent no. 9192677, 2015.

  2. Courtemanche, M.-A., Légaré, M.-A., Rochette É., and Fontaine, F.-G., Chem. Commun., 2015, vol. 51, p. 6858. doi 10.1039/C5CC01282A

    Article  CAS  Google Scholar 

  3. Kögel, J.F., Kovačević, B., Ullrich, S., Xie, X., and Sundermeyer, J., Chem. Eur. J., 2017, vol. 23, p. 2591. doi 10.1002/chem., 201604522

    Article  Google Scholar 

  4. Tümer, Y., Asmafiliz, N., Kılıç, Z., Hökelek, T., Koç, L.Y., Açık, L., Yola, M.L., Solak, A.O., Öner, Y., and Dündar, D., J. Mol. Struct., 2013, vol. 1049, p. 112. doi 10.1016/j.molstruc.2013.06.036

    Article  Google Scholar 

  5. Koran, K., Özen, F., Torğut, G., Pıhtılı, G., Çil, E., Görgülü, A.O., and Arslan, M., Polyhedron, 2014, vol. 79, p. 213. doi 10.1016/j.poly.2014.04.070

    Article  CAS  Google Scholar 

  6. Alidağı, H.A., Gırgıç Ö.M., Zorlu, Y., Hacıvelioğlu, F., Çelik, S.Ü., Bozkurt, A., Kılıç, A., and Yeşilot, S., Polymer, 2013, vol. 54, p. 2250. doi 10.1016/j.polymer.2013.03.016

    Article  Google Scholar 

  7. Görgülü, A.O., Koran, K., Özen, F., Tekin, S., and Sandal, S., J. Mol. Struct., 2015, vol. 1087, p. 1. doi 10.1016/j.molstruc.2015.01. 033

    Article  Google Scholar 

  8. Allcock, H., Phosphorus-Nitrogen Compounds: Cyclic, Linear, and High Polymeric Systems, New York: Elsevier, 2012, p. 498.

    Google Scholar 

  9. Terekhov, I.V., Filatov, S.N., Chistyakov, E.M., Borisov, R.S., and Kireev, V.V., Russ. J. Appl. Chem., 2013, vol. 86, no. 10, p. 1600. doi 10.1134/S107042721

    Article  CAS  Google Scholar 

  10. Hayes, R.F. and Allen, C.W., Dalton Trans., 2016, vol. 45, p. 2060. doi 10.1039/C5DT02762D

    Article  CAS  Google Scholar 

  11. Uslu, A., Balcı, C.M., Yuksel, F., Özcan, E., Dural, S., and Beşli, S., J. Mol. Struct., 2017, vol. 1136, p. 90. doi 10.1016/j.molstruc.2017.01.071

    Article  CAS  Google Scholar 

  12. Höhne, C.C., Wendel, R., Käbisch, B., Anders, T., Henning, F., and Kroke, E., Fire and Materials, 2017, vol. 41, no. 4, p. 291. doi 10.1002/fam.2375

    Article  Google Scholar 

  13. Liu, R. and Wang, X., Polym. Degrad. Stab., 2009, vol. 94, no. 4, p. 617. doi 10.1016/j.polymdegradstab.2009.01.008

    Article  CAS  Google Scholar 

  14. Qian, L., Ye, L., Qiu, Y., and Qu, S., Polymer, 2011, no. 24, vol. 52, p. 5486. doi 10.1016/j.polymer.2011.09.053

    Article  Google Scholar 

  15. Sun, J., Wang, X., and Wu, D., ACS Appl. Mater. Inter., 2012, vol. 4, no. 8, p. 4047. doi 10.1021/am300843c

    Article  CAS  Google Scholar 

  16. Xu, G.R., Xu, M.J., and Li, B., Polym. Degrad. Stab., 2014, vol. 109, p. 240. doi 10.1016/j.polymdegradstab.2014.07.020

    Article  CAS  Google Scholar 

  17. USA Patent no. 20160185956, 2016.

  18. Kireev, V.V., Chistyakov, E.M., Filatov, S.N., Tupikov, A.S., Panfilova, D.V., and Chetverikova, A.I., Russ. J. Appl. Chem., 2015, vol. 88, no. 5, p. 866. doi 10.1134/S1070427215050225

    Article  CAS  Google Scholar 

  19. Teasdale, I., Polyphosphazenes for Medical Applications, Shawbury: Smithers Rapra, 2014, p. 203.

    Google Scholar 

  20. Roy, D., Brooks, W.L.A., and Sumerlin, B.S., Chem. Soc. Rev., 2013, vol. 42, p. 7214. doi 10.1039/C3CS35499G

    Article  CAS  Google Scholar 

  21. USA Patent no. 9017726, 2015.

  22. Liu, W., Ye, C., Zhang, Z., and Yu, L., Wear, 2002, vol. 252, p. 394. doi 10.1016/S0043-1648(01)00877-8

    Article  CAS  Google Scholar 

  23. Teasdale, I. and Brüggemann, O., Polymer, 2013, vol. 5, no. 1, p. 161. doi 10.3390/polym5010161

    Article  Google Scholar 

  24. Wilfert, S., Iturmendi, A., Schoefberger, W., Kryeziu, K., Heffeter, P., Berger, W., Brüggemann, O., and Teasdale, I., J. Polym. Sci. (A), 2014, vol. 52, no. 2, p. 287. doi 10.1002/pola.27002

    Article  CAS  Google Scholar 

  25. İbişoğlu, H., Beşli, S., Yuksel, F., Ün İ., and Kılıç, A., Inorg. Chim. Acta, 2014, vol. 409, p. 216. doi 10.1016/j.ica.2013.09.030

    Article  Google Scholar 

  26. Ozay, H. and Ozay, O., Colloids Surf. (A), 2014, vol. 450, p. 99. doi 10.1016/j.colsurfa.2014.03.022

    Article  CAS  Google Scholar 

  27. Chiou, J.-Y., Huang, T.-K., Hsieh, K.-H., and Lin, J.-J., J. Polym. Res., 2014, vol. 21, p. 467. doi 10.1007/s10965-014-0467-7

    Article  Google Scholar 

  28. Paulsdorf, J., Kaskhedikar, N., Burjanadze, M., Obeidi, S., Stolwijk, N., Wilmer, D., and Wiemhцfer, H.-D., Chem. Mat., 2006, vol. 18, no. 5, p. 1281. doi 10.1021/cm051556u

    Article  CAS  Google Scholar 

  29. Çiftçi, G.Y., Şenkuytu, E., Durmuş, M., Yuksel, F., and Kılıç, A., Dalton Trans., 2013, vol. 42, p. 14916. doi 10.1039/C3DT51426A

    Article  Google Scholar 

  30. Şenkuytu, E., Eçik, E.T., Durmuş, M., and Çiftçi, G.Y., Polyhedron, 2015, vol. 101, p. 223. doi 10.1016/j.poly.2015.09.013

    Article  Google Scholar 

  31. Elmas, G., Okumuş, A., Kılıç, Z., Hökelek, T., Açık, L., Dal, H., Ramazanoğlu, N., and Koç, L.Y., Inorg. Chem., 2012, vol. 51, no. 23, p. 12841. doi 10.1021/ic3017134

    Article  CAS  Google Scholar 

  32. Rivals, F., Lawson, G.T., Benson, M.A., Richards, P.I., Zacchini, S., and Steiner, A., Inorg. Chim. Acta, 2011, vol. 372, no. 1, p. 304. doi 10.1016/j.ica.2011.01.103

    Article  CAS  Google Scholar 

  33. Beşli, S., Durmuş, M., İbişoğlu, H., Kılıç, A., and Yuksel, F., Polyhedron, 2010, vol. 29, p. 2609. 10.1016/j.poly.2010.06.010

    Article  Google Scholar 

  34. USA Patent no. 8859110, 2014.

  35. Chandrasekhar, V., Dey, A., and Kundu, S., Indian J. Chem. (A), 2012, vol. 51, p. 118.

    Google Scholar 

  36. Chandrasekhar, V. and Murugesapandian, B.P., Acc. Chem. Res, vol. 42, p. 1047. doi 10.1021/ar800221e

  37. Chandrasekhar, V. and Nagendran, S., Chem. Soc. Rev., 2001, vol. 30, p. 193. doi 10.1039/B004872K

    Article  CAS  Google Scholar 

  38. Chandrasekhar, V., Thilagar, P., and Pandian, B.M., Coord. Chem. Rev., 2007, vol. 251, p. 1045. doi 10.1016/j.ccr.2006.07.005

    Article  CAS  Google Scholar 

  39. Chandrasekhar, V. and Narayanan, R.S., Int. J. Chem., 2013, vol. 67, no. 1, p. 64. doi 10.2533/chimia.2013.64

    CAS  Google Scholar 

  40. Ainscough, E.W., Brodie, A.M., Davidson, R.J., and Otter, C.A., Inorg. Chem. Commun., 2008, vol. 11, p. 171. doi 10.1016/j.inoche.2007.12.001

    Article  CAS  Google Scholar 

  41. Boncukçu, E., Elmali, F.T., and Demirhan, N., Main Gr. Chem., 2013, vol. 12, p. 323. doi 10.3233/MGC-130111

    Google Scholar 

  42. Chandrasekhar, V. and Narayanan, R.S., Dalton Trans., 2013, vol. 42, p. 6619. doi 10.1039/C3DT33084B

    Article  CAS  Google Scholar 

  43. Çıralı, D.E. and Dayan, O., Phosphorus, Sulfur, Silicon, Relat. Elem., 2015, vol. 190, p. 1100. doi 10.1080/10426507.2014.966190

    Article  Google Scholar 

  44. Davarcı, D., Gür, R., Beşli, S., Şenkuytu, E., and Zorlu, Y., Acta Crystallogr. (B), 2016, vol. 72, p. 344. doi 10.1107/S2052520616002663

    Google Scholar 

  45. Davidson, R.J., Ainscough, E.W., Brodie, A.M., Harrison, J.A., and Waterland, M.R., Eur. J. Inorg. Chem., 2010, vol. 2010, no. 11, p. 1619. doi 10.1002/ejic.200901198

    Article  Google Scholar 

  46. Gall, M. and Breza, M., Polyhedron, 2009, vol. 28, p. 521. doi 10.1016/j.poly.2008.11.043

    Article  CAS  Google Scholar 

  47. Gall, M. and Breza, M., Polyhedron, 2012, vol. 31, p. 570. doi 10.1016/j.poly.2011.10.015

    Article  CAS  Google Scholar 

  48. Narayanan, R.S. and Chandrasekhar, V., Dalton Trans., 2016, vol. 45, no. 5, p. 2273. doi 10.1039/C5DT03537F

    Article  Google Scholar 

  49. Wahl, H., Haynes, D.A., and Le Roex, T., S. Afr. J. Chem., 2016, vol. 69, p. 35. doi 10.17159/0379-4350/2016/v69a5

    Article  CAS  Google Scholar 

  50. Carriedo, G.A., Fernández-Catuxo, L., García Alonso, F., Gómez-Elipe, P., and González, P.A., Macromol., 1996, vol. 29, p. 5320. doi 10.1021/ma951830d.

    Article  CAS  Google Scholar 

  51. Ainscough, E.W., Brodie, A.M., Depree, C.V., Jameson, G.B., Otter, C.A., Inorg. Chem., 2005, vol. 44, no. 21, p. 7325. doi 10.1021/ic051334y

    Article  CAS  Google Scholar 

  52. Ainscough, E.W., Brodie, A.M., Davidson, R.J., Jameson, G.B., and Otter, C.A., Cryst. Eng. Commun., 2013, vol. 15, no. 21, p. 4379. doi10.1039/C3CE40395E

    Article  CAS  Google Scholar 

  53. Kagit, R., Yildirim, M., Ozay, O., Yesilot, S., and Ozay, H., Inorg. Chem., 2014, vol. 53, no. 4, p. 2144. doi 10.1021/ic402783x

    Article  CAS  Google Scholar 

  54. Çetindere, S., Tümay, S.O., Kılıç, A., Durmuş, M., and Yeşilot, S., J. Fluoresc., 2016, vol. 26, no. 4, p. 1173. doi 10.1007/s10895-016-1797-0

    Article  Google Scholar 

  55. Davidson, R.J., Ainscough, E.W., Brodie, A.M., Jameson, G.B., and Waterland, M.R., Polyhedron, 2016, vol. 103, p. 217. doi 10.1016/j.poly.2015.02.018

    Article  CAS  Google Scholar 

  56. Davidson, R.J., Ainscough, E.W., Brodie, A.M., Jameson, G.B., Waterland, M.R., Allcock, H.R., and Hindenlang, M.D., Polyhedron, 2015, vol. 85, p. 429. doi 10.1016/j.poly.2014.08.060

    Article  CAS  Google Scholar 

  57. Mukundam, V., Dhanunjayarao, K., Mamidala, R., and Venkatasubbaiah, K., J. Mat. Chem. (C), 2016, vol. 4, no. 16, p. 3523. doi 10.1039/C6TC00909C

    CAS  Google Scholar 

  58. Ozay, H., Kagit, R., Yildirim, M., Yesilot, S., and Ozay, O., J. Fluoresc., 2014, vol. 24, no. 6, p. 1593. doi 10.1007/s10895-014-1444-6

    Article  CAS  Google Scholar 

  59. Uslu, A., Özcan, E., Dural, S., and Yuksel, F., Polyhedron, 2016, vol. 117, p. 394. doi 10.1016/j.poly.2016.06.009

    Article  CAS  Google Scholar 

  60. Wei, W., Lu, R., Tang, S., and Liu, X., J. Mat. Chem. (A), 2015, vol. 3, no. 8, p. 4604. doi 10.1039/C4TA06828A

    CAS  Google Scholar 

  61. Asmafiliz, N., Kiliç, Z., Hayvali, Z., Açik, L., Hökelek, T., Dal, H., and Öner, Y., tiitSpectrochim. Acta, vol. vn43, p. pp7148. doi 10.1016/j.saa.2011.10.027

  62. He, Q., Dai, H., Tan, X., Cheng, X., Liu, F., and Tschierske, C., J. Mat. Chem. C, 2013, vol. 1, no. 43, p. 7148. doi 10.1039/C3TC31371A

    Article  CAS  Google Scholar 

  63. Hu, X.-M., Chen, Q., Zhou, D., Cao, J., He, Y.-J., and Han, B.-H., Polym. Chem., 2011, vol. 2, p. 1124. doi 10.1039/C1PY00012H

    Article  CAS  Google Scholar 

  64. Mamidala, R., Mukundam, V., Dhanunjayarao, K., and Venkatasubbaiah, K., Dalton Trans., 2015, vol. 44, no. 12, p. 5805. doi 10.1039/C4DT03908D

    Article  CAS  Google Scholar 

  65. Nair, V.S., Pareek, Y., Karunakaran, V., Ravikanth, M., and Ajayaghosh, A., Phys. Chem. Chem. Phys., 2014, vol. 16, p. 10149. doi 10.1039/C3CP54269F

    Article  CAS  Google Scholar 

  66. Rao, M.R., Ghosh, A., and Ravikanth, M., Inorg. Chim. Acta, 2011, vol. 372, no. 1, p. 436. doi 10.1016/j.ica.2011.03.021

    Article  CAS  Google Scholar 

  67. D’Souza, F. and Ito, O., Chem. Soc. Rev., 2012, vol. 41, p. 86. doi 10.1039/C1CS15201G

    Article  Google Scholar 

  68. Günes, S., Neugebauer, H., and Sariciftci, N.S., Chem. Rev., 2007, vol. 107, p. 1324. doi 10.1021/cr050149z

    Article  Google Scholar 

  69. Li, W.-S. and Aida, T., Chem. Rev., 2009, vol. 109, p. 6047. doi 10.1021/cr900186c

    Article  CAS  Google Scholar 

  70. Momenteau, M. and Reed, C.A., Chem. Rev., 1994, vol. 94, p. 659. doi 10.1021/cr00027a006

    Article  CAS  Google Scholar 

  71. Kubát, P. and Mosinger, J., J. Photochem. Photobiol. (A), 1996, vol. 96, p. 93. doi 10.1016/1010-6030(95) 04279-2

    Article  Google Scholar 

  72. Quimby, D.J. and Longo, F.R., J. Am. Chem. Soc., 1975, vol. 97, p. 5111. doi 10.1021/ja00851a015

    Article  CAS  Google Scholar 

  73. Milanesio, M., Alvarez, M., Yslas, E., Borsarelli, C., Silber, J., Rivarola, V., and Durantini, E., Photochem. Photobiol., 2001, vol. 74, p. 14. doi 10.1562/0031-8655 (2001)074<0014:PSOMTM>2.0.CO;2

    Article  CAS  Google Scholar 

  74. Karaoglan, G.K., Erden, I., and Demirhan, N.S., Asian J. Chem., 2013, vol. 25, p. 4925.

    CAS  Google Scholar 

  75. Özcan, E., Tümay, S.O., Alidağı, H.A., Çoşut, B., and Yeşilot, S.A., Dyes Pigm., 2016, vol. 132, p. 230. doi 10.1016/j.dyepig.2016.05.006

    Article  Google Scholar 

  76. Nishimoto, T., Yasuda, T., Lee, S.Y., Kondo, R., and Adachi, C., Mater. Horiz., 2014, vol. 1, p. 264. doi 10.1039/C3MH00079F

    Article  CAS  Google Scholar 

  77. Vigato, P.A., Peruzzo, V., and Tamburini, S., Coord. Chem. Rev., 2009, vol. 253, p. 1099. doi 10.1016/j.ccr.2008.07.013

    Article  CAS  Google Scholar 

  78. Kumar, D., Singh, J., and Elias, A.J., Dalton Trans., 2014, vol. 43, p. 13899. doi 10.1039/C4DT01741B

    Article  CAS  Google Scholar 

  79. Erdener Çıralı, D., Uyar, Z., Koyuncu İ., and Hacıoğlu, N., Appl. Organomet. Chem., 2015, vol. 29, p. 536. doi 10.1002/aoc.3328

    Article  Google Scholar 

  80. Çıralı, D.E., Dayan, O., Özdemir, N., and Hacıoglu, N., Polyhedron, 2015, vol. 88, p. 170. doi 10.1016/j.poly.2014.12.040

    Article  Google Scholar 

  81. Chandrasekhar, V., Senapati, T., Dey, A., Das, S., Kalisz, M., and Clérac, R., Inorg. Chem., 2012, vol. 51, p. 2031. doi 10.1021/ic201463g

    Article  CAS  Google Scholar 

  82. Allcock, H.R. and Kwon, S., Macromolecules, 1989, vol. 22, p. 75. doi 10.1021/ma00191a015

    Article  CAS  Google Scholar 

  83. Ling, Y., Liu, H., Jiao, J., Feng, Y., and He, Y., ChemPlusChem., 2016, vol. 81, p. 786. doi 10.1002/cplu.201600129

    Article  CAS  Google Scholar 

  84. Chistyakov, E.M., Panfilova, D.V., and Kireev, V.V., Russ. J. Gen. Chem., 2017, vol. 87, no. 5, p. 807. doi 10.1134/S1070363217050188

    Article  Google Scholar 

  85. Li, G., Ma, S., Yang, X., Chen, K., Ye, Y., and Zhao, Y., Phosphorus, Sulfur, Silicon, Relat. Elem., 2016, vol. 191, p. 1421. doi 10.1080/10426507.2016.1212037

    Article  CAS  Google Scholar 

  86. Ding, P.-G., Zou, R., Yang, X., Zhang, D., Zhao, Y., and Ye, Y., Phosphorus, Sulfur, Silicon, Relat. Elem., 2015, vol. 190, p. 240. doi 10.1080/10426507.2014.914938

    Article  CAS  Google Scholar 

  87. Papan, A., Tarassoli, A., and Shahidian, Z., Iran. J. Chem Chem. Eng., 2016, vol. 35, p. 1.

    CAS  Google Scholar 

  88. Danko, M., Szabo, E., and Hrdlovic, P., Dyes Pigm., 2011, vol. 90, p. 129. doi 10.1016/j.dyepig.2010.12.006

    Article  CAS  Google Scholar 

  89. Li, H., Cai, L., Li, J., Hu, Y., Zhou, P., and Zhang, J., Dyes Pigm., 2011, vol. 91, p. 309. doi 10.1016/j.dyepig.2011.05.011

    Article  CAS  Google Scholar 

  90. Singh, R.K., Mandal, T., Balasubramanian, N., Cook, G., and Srivastava, D., Anal. Biochem., 2011, vol. 408, p. 309. doi 10.1016/j.ab.2010.08.040

    Article  CAS  Google Scholar 

  91. Zhou, S., Jia, J., Gao, J., Han, L., and Li, Y., Sheng, W., Dyes Pigm., 2010, vol. 86, p. 123. doi 10.1016/j.dyepig.2009.12.005

    Article  CAS  Google Scholar 

  92. Çiftçi, G.Y., Şenkuytu, E., Bulut, M., and Durmuş, M., J. Fluoresc., 2015, vol. 25, p. 1819. doi 10.1007/s10895-015-1672-4

    Article  Google Scholar 

  93. Gokel, G.W., Dishong, D.M., and Diamond, C.J., J. Chem. Soc., Chem. Commun., 1980, p. 1053. doi 10.1039/C39800001053

    Google Scholar 

  94. Brandt, K., Seliger, P., Grzejdziak, A., Bartczak, T.J., Kruszynski, R., Lach, D., and Silberring, J., Inorg. Chem., 2001, vol. 40, p. 3704. doi 10.1021/ic000430q

    Article  CAS  Google Scholar 

  95. Gutowska, N., Seliger, P., Andrijewski, G., Siwy, M., Małecka, M., and Kusz, J., RSC Adv., 2015, vol. 5, no. 48, p. 38435. doi 10.1039/C5RA02469B

    Article  CAS  Google Scholar 

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Correspondence to I. A. Nikovskii.

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Original Russian Text © I.A. Nikovskii, E.M. Chistyakov, A.S. Tupikov, 2018, published in Zhurnal Obshchei Khimii, 2018, Vol. 88, No. 3, pp. 447–467.

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Nikovskii, I.A., Chistyakov, E.M. & Tupikov, A.S. Phosphazene-Containing Ligands and Complexes on Their Base. Russ J Gen Chem 88, 474–494 (2018). https://doi.org/10.1134/S1070363218030143

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