Wiązania chalkogenowe : początki oraz znaczenie w układach biologicznych

• Autorzy: Bucka Alicja , Dopieralski Przemysław

Warianty tytułu

EN

Chalcogen bonds : origins and importance in biological systems

• Języki publikacji: PL

Abstrakty

EN

The chalcogen bond is analogous to the halogen and hydrogen bond and it produces favorable interactions between 16th group of elements, that play a role in catalysis, medical chemistry, design of materials and biological processes. In the solid state, the chalcogen bond was used to build nano-sized structures and in solution is responsible mainly for intramolecular interactions, which stabilize the structures of intermediates and reagents. Recently, chalcogen bonds have been increasingly used in the recognition and transport of anions and in organic synthesis.

Słowa kluczowe

PL

wiązanie chalkogenowe; niekowalencyjne odziaływania międzycząsteczkowe; niekowalencyjne odziaływania wewnątrzcząsteczkowe; dziura σ

EN

chalcogen bond; intra and intermolecular Noncovalent Interactions; sigma hole

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Wiadomości Chemiczne
• Rocznik: 2020
• Tom: [Z] 74, 9-10
• Strony: 663--686
• Opis fizyczny: Bibliogr. 52 poz., schem.

Twórcy

autor

Bucka Alicja

• Uniwersytet Wrocławski, Wydział Chemii, ul. F. Joliot-Curie 14, 50-383 Wrocław

autor

Dopieralski Przemysław

• Uniwersytet Wrocławski, Wydział Chemii, ul. F. Joliot-Curie 14, 50-383 Wrocław

Bibliografia

• [1] J.D. van der Waals, Over de Continuieit van den Gas-en Vloeistoftoestand (On the continuity of the gaseous and liquid state), Ph.D. Dissertation, University of Leiden, 1873.
• [2] J.S. Murray, P. Lane, P. Politzer, Int J. Quantum Chem., 2008, 108, 2770.
• [3] S. Benz, A.I. Poblador-Bahamonde, N. Low-Ders, S. Matile, Angew. Chem. Int. Ed., 2018, 57, 5408; Angew, Chem., 2018, 130, 5506.
• [4] C. Bleiholder, D.B. Werz, H. Koppel, R. Gleiter, J. Am. Chem. Soc., 2006, 128, 2666.
• [5] J.S. Murray, P. Lane, T. Clark, P. Politzer, J. Mol. Model., 2007, 13, 1033.
• [6] M. Iwaoka, S. Tomoda, J. Am. Chem. Soc., 1996, 118, 8077.
• [7] G.R. Desiraju, T. Steiner, The Weak Hydrogen Bond in Structural Chemistry and Biology, Oxford University Press Inc., New York, 1999.
• [8] A. Karshikoff, Non-covalent Interactions in Proteins, Imperial College Press, Singapore, 2006.
• [9] A. Bondi, J. Phys. Chem., 1964, 68, 441.
• [10] W. Wang, B. Ji, Y. Zhang, J. Phys. Chem. A, 2009, 113, 8132.
• [11] A. Bauza, T. J. Mooibroek, A. Frontera, A. Angew. Chem. Int. Ed., 2013, 52, 12317.
• [12] J.S. Murray, P. Lane, P. Politzer. Int. J. Quantum Chem., 2007, 107, 2286.
• [13] A. Bauza, A. Frontera, Angew. Chem., Int. Ed., 2015, 54, 7340.
• [14] A. Bauza, D. Quinonero, P.M. Deya, A. Frontera, CrystEngComm, 2013, 15, 3137.
• [15] M. Iwaoka, S. Tomoda, J. Am. Chem. Soc., 1996, 118, 8077.
• [16] I.K. Mati, C. Adam, S. L. Cockroft, Chem. Sci., 2013, 4, 3965.
• [17] F.V. Gonzalez, A. Jain, S. Rodriguez, J.A. Saez, C. Vicent, G. Peris, J. Org. Chem., 2010, 75, 5888.
• [18] E.R.T. Robinson, C. Fallan, C. Simal, A.M.Z. Slawin, A.D. Smith, Chem. Sci., 2013, 4, 2193.
• [19] D.B. Werz, R. Gleiter, F. Rominger, J. Am. Chem. Soc., 2002, 124, 10638.
• [20] K.A. Mazzio, C.K. Luscombe, Chem. Soc. Rev., 2005, 44, 78.
• [21] T.Chivers, R.S. Laitinen, Chem. Soc. Rev., 2015, 44, 1725.
• [22] B.R. Beno, K.S. Yeung, M.D. Bartberger, L.D. Pennington, N.A. Meanwell, J. Med. Chem., 2015, 44, 1725.
• [23] A. Patra, Y.H. Wijsboom, G.Leitus, M. Bendikov, Org. Lett., 2009, 11, 1487.
• [24] E.M. Takaluoma, T.T. Takaluoma, R. Oilunkaniemi, R.S. Laitinen, Z. Anorg. Allg. Chem., 2015, 641, 772.
• [25] D. Tilly, F. Chevallier, F. Mongin, Synthesis, 2016, 48, 184.
• [26] J.S. Dhau, R. Dhir, A. Singh, J. Organomet. Chem., 2011, 696, 2406.
• [27] K. Akiba, T. Tsuchiya, N. Inamoto, Chem. Lett., 1976, 723.
• [28] K.V. Shuvaev, A. Decken, F. Grein, T.S. M. Abedin, L.K. Thompson, Dalton Trans., 2008, 37, 4029.
• [29] S. Menochetti, R. Amorati, V. Meoni, L. Tofani, G. Caminati, C. Vigilianisi, Org. Lett., 2016, 18, 5464.
• [30] K.T. Mahmudow, M.N. Kopylovich, M.F.C. Guedes da Silva, A.J.L. Pombeiro, Coord. Chem. Rev., 2017, 354, 54.
• [31] P.C. Ho, P. Szydłowski, J. Sinclair, P.J.W. Elder, C. Gendy, L.M. Lee, J.F. Britten, D.R. Morim, Nat. Commun., 2016, 7, 14129.
• [32] E.I. Carrera, D.S. Seferos, Macromolecules, 2015, 48, 297.
• [33] M. Al-Hashimi, Y. Han, J. Smith, H.S. Bazzi, S.E. Watkins, M. Heeney, Chem. Sci., 2016, 7, 1093.
• [34] J.S. Ha, K.H. Kim, D.H. Choi, J. Am. Chem. Soc., 2011, 133, 10364.
• [35] B. Kim, H.R. Yeom, M.H. Yun, J.Y. Kim, Macromolecules, 2012, 45, 8658.
• [36] M. Planells, B.C. Schroeder, I. McCulloch, Macromolecules, 2014, 47, 5889.
• [37] S.P. Thomas, K. Satheeshkumer, G. Mugesh, T.N.G. Row, Chem. Eur. J., 2015, 21, 6793.
• [38] L. Dupont, O. Dideberg, P. Jacquemin, Acta Crystalloger. Sect. C, 1990, 46, 484.
• [39] J. George, V.L. Deringer, R. Dronskowski, J. Phys. Chem. A, 2014, 118, 3193.
• [40] N. Biot, D. Bonifazi, Chem. Eur. J., 2018, 24, 5439.
• [41] S.M. Aucott, H.L. Milton, S.D. Robertson, A.M.Z. Slawin, J.D. Woollins, Heteroat. Chem. 2004, 15, 530.
• [42] L.C. Gilday, S.W. Robinson, T.A. Barendt, M.J. Langton, B.R. Mullaney, P.D. Beer, Chem. Rev., 2015, 115, 7188.
• [43] H.Y. Zhao, F.P. Gabbai, Nat. Chem, 2010, 2, 984.
• [44] G.E. Garrett, G.L. Gibson, R.N. Straus, D.S. Seferos, M.S. Taylor, J. Am. Chem. Soc., 2015, 137, 4126.
• [45] G.E. Garrett, E.I. Carrera, D.S. Seferos, M.S. Taylor, Chem. Commun., 2016, 52, 9881.
• [46] S. Benz, M. Macchione, Q. Verolet, J. Mareda, N. Sakai, S. Matile, J. Am. Chem. Soc., 2016, 138, 9093.
• [47] S.R. Smith, J. Douglas, H. Prevet, P.Shapland, A.M.Z. Slawin, A.D. Smith, J. Org. Chem., 2014, 79, 1626.
• [48] S. Benz, J. Lopez-Andarias, J. Mareda, N. Sakai, S. Matile, Angew. Chem., Int. Ed., 2017, 56, 812.
• [49] Y. Fukata, K. Asano, S. Matsubara, J. Am. Chem. Soc., 2015, 137, 5320.
• [50] S. Benz, M. Macchione, Q. Verolet, J. Mareda, N. Sakai, S. Matile, J. Am. Chem. Soc., 2016, 138, 9093.
• [51] G. Terraneo, G. Resnati, Cryst. Growth Des., 2017, 17, 1439.
• [52] B.R. Beno, K.S. Yeung, M.D. Bartberger, L.D. Pennington, N.A. Meanwell, J. Med. Chem., 2015, 58, 4383.