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Research Articles

Synthesis of copper(II) halide dimers with 2-amino-5-methylpyridine and serendipitous copper catalyzed synthesis of 3-bromo-2-ethyl-5-methyl-1H-pyrrolo[2,3-b]pyridine

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Pages 930-945 | Received 13 Apr 2023, Accepted 22 May 2023, Published online: 08 Jun 2023

References

  • C.R. Groom, I.J. Bruno, M.P. Lightfoot, S.C. Ward. Acta Crystallogr. B Struct. Sci. Cryst. Eng. Mater., 72, 171 (2016).
  • (a) A.D. Bond, A. Fleming, J. Gaire, F. Kelleher, J. McGinley, V. McKee, U. Sheridan. Polyhedron, 33, 289 (2012). (b) AM. Atria, RF. Baggio, M.T. Garland, E. Spodine. Acta Crystallogr., Sect. C, 50, 864 (1994). (c) C.M. Fitchett, P.J. Steel. Polyhedron, 27, 1527 (2008). (d) C. Richardson, P.J. Steel. Aust. J. Chem., 53, 93 (2000).
  • (a) S. Sain, T.K. Maji, D. Das, J. Cheng, T.-H. Lu, J. Ribas, M.S. El Fallah, N.R. Chaudhuri. J. Chem. Soc., Dalton Trans., 1302 (2002). (b) R.B. Wilson, W.E. Hatfield, D.J. Hodgson. Inorg. Chem., 15, 1712 (1976). (c) I. Warad. J. Mol. Struct., 1236, 130371 (2021). (d) D.W. Phelps, W.H. Goodman, D.J. Hodgson. Inorg. Chem., 15, 2266 (1976). (e) K. Tanaka, T. Iwashita, E. Yoshida, T. Ishikawa, S. Otuka, Z. Urbanczyk-Lipkowska, H. Takahashi. Chem. Commun., 51, 7907 (2015). (f) N.F. Curtis, W.T. Robinson. J. Coord. Chem., 60, 481 (2007).
  • (a) A.M. Schuitema, A.F. Stassen, W.L. Driessen, J. Reedijk. Inorg. Chim. Acta, 337, 48 (2002). (b) R.D. Kohn, Z. Pan, M.F. Mahon, G. Kociok-Kohn. Dalton Trans., 2269 (2003). (c) A. Shirvan, H. Golchoubian, E. Bouwman. J. Mol. Struct., 1195, 769 (2019).
  • X.-Y. Liu, Y.-H. Zhang. Z. Kristallogr.-New Cryst. Struct., 225, 293 (2010).
  • B. Soltani, M.H. Sadr, J.T. Engle, C.J. Ziegler, S.W. Joo, Y. Hanifehpour. Transition Met. Chem., 37, 687 (2012).
  • F.S. Keij, J.G. Haasnoot, A.J. Oosterling, J. Reedijk, C.J. O'Connor, J.H. Zhang, A.L. Spek. Inorg. Chim. Acta, 181, 185 (1991).
  • L. Chen, L.K. Thompson, J.N. Bridson. Inorg. Chem., 32, 2938 (1993).
  • S.G. Telfer, T. Sato, T. Harada, R. Kuroda, J. Lefebvre, D.B. Leznoff. Inorg. Chem., 43, 6168 (2004).
  • E. Loukopoulos, M. Kallitsakis, N. Tsoureas, A. Abdul-Sada, N.F. Chilton, IN. Lykakis, G.E. Kostakis. Inorg. Chem., 56, 4898 (2017).
  • S.K. Mandal, L.K. Thompson, M.J. Newlands, F.L. Lee, Y. Lepage, J.-P. Charland, E.J. Gabe. Inorg. Chim. Acta, 122, 199 (1986).
  • C.A. Krasinski, B.L. Solomon, F.F. Awwadi, C.P. Landee, M.M. Turnbull, J.L. Wikaira. J. Coord. Chem., 70, 914 (2017).
  • K. Skorda, E.G. Bakalbassis, J. Mrozinski, S.P. Perlepes, C.P. Raptopoulou, A. Terzis. J. Chem. Soc., Dalton Trans., 2317 (1995).
  • I.D. Giles, J.C. DePriest, J.R. Deschamps. J. Coord. Chem., 68, 3611 (2015).
  • P.J. Quinlivan, R.K. Upmacis. Acta Crystallogr. E Crystallogr. Commun., 72, 1633 (2016).
  • D.H. Jeong, W.J. Park, J.H. Jeong, D.G. Churchill, H. Lee. Inorg. Chem. Commun., 11, 1170 (2008).
  • N. Barba-Behrens, A.M. Mutio-Rico, P. Joseph-Nathan, R. Contreras. Polyhedron, 10, 1333 (1991).
  • M. Luo, J. Sun, S.-M. Zhou, H. Yin, K.-L. Hu. Res. Chem. Intermed., 36, 491 (2010).
  • J.N. Roedel, R. Bobka, B. Neumann, B. Weber, P. Mayer, I.-P. Lorenz. Z Anorg. allg. Chem., 633, 1171 (2007).
  • I. Søtofte, K. Nielsen, L. Trysberg, R. Uggla, P.H. Nielsen. Acta Chem. Scand., 35a, 733 (1981).
  • (a) K.T. McGregor, N.T. Watkins, D.L. Lewis, R.F. Drake, D.J. Hodgson, W.E. Hatfield. Inorg. Nucl. Chem. Lett., 9, 423 (1973). (b) D.J. Hodgson, In Progress in Inorganic Chemistry, S.J. Lippard (Ed.), Vol. 19, Hoboken, NJ: John Wiley & Sons, Inc. (1975).
  • (a) R.D. Willett, G.L. Breneman. Inorg. Chem., 22, 326 (1983). (b) H.-L. Zhu, C.-X. Ren, X.-M. Chen. J. Coord. Chem., 55, 667 (2002). (c) D. Rojas, A.M. García, A. Vega, Y. Moreno, D. Venegas-Yazigi, M.T. Garland, J. Manzur. Inorg. Chem., 43, 6324 (2004).
  • (a) S.G.N. Roundhill, D.M. Roundhill, D.R. Bloomquist, C.P. Landee, R.D. Willett, D.M. Dooley, H.B. Gray. Inorg. Chem., 18, 831 (1979). (b) W.E. Marsh, W.E. Hatfield, D.J. Hodgson. Inorg. Chem., 21, 2679 (1982) (c) W.E. Marsh, K.C. Patel, W.E. Hatfield, D.J. Hodgson. Inorg. Chem., 22, 511 (1983). (d) M. Rodríguez, A. Llobet, M. Corbella. Polyhedron, 19, 2483 (2000).
  • M. Abdalrahman, C.P. Landee, S.G. Telfer, J.L. Wikaira, M.M. Turnbull. Inorg. Chim. Acta, 389, 66 (2012).
  • F.F. Awwadi, M.M. Turnbull, M.I. Alwahsh, S.F. Haddad. New J. Chem., 42, 10642 (2018).
  • P.C. Farris, A.D. Wall, J.E. Chellali, C.L. Chittim, C.P. Landee, M.M. Turnbull, J.L. Wikaira. J. Coord. Chem., 71, 2487 (2018).
  • R.L. Forman, A.J. Gale, C.P. Landee, M.M. Turnbull, J.L. Wikaira. Polyhedron, 89, 76 (2015).
  • F.M. Woodward, A.S. Albrecht, C.M. Wynn, C.P. Landee, M.M. Turnbull. Phys. Rev. B, 65, 144412 (2002).
  • Rigaku, CrystalClear. Version 1.4.0. Rigaku Americas Corporation, The Woodlands, Texas, USA (2005).
  • Rigaku. Process-Auto. Rigaku Corporation, Tokyo, Japan (1998).
  • Bruker AXS Inc., Madison, WI (2012).
  • G.M. Sheldrick. Acta Crystallogr. A, 64, 112 (2008).
  • G.M. Sheldrick. Acta Crystallogr. C Struct. Chem., 71, 3 (2015).
  • R.L. Carlin. Magnetochemistry. Springer-Verlag, Berlin/Heidelberg (1986).
  • A.W. Addison, T.N. Rao, J. Reedijk, J. van Rijn, G.C. Verschoor. J. Chem. Soc., Dalton Trans., 1349 (1984).
  • R. Herbert, D.G. Wibberley. J. Chem. Soc, C, 1505 (1969).
  • X.-H. Huang, Q.-F. Zhang, H.H.Y. Sung. Z. Kristallogr.-New Cryst. Struct., 219, 451 (2004).
  • S. Gao, Q. Wu, G. Wu, S. Wang. Organometallics, 17, 4666 (1998).
  • C.P. Landee, M.M. Turnbull. J. Coord. Chem., 67, 375 (2014).
  • (a) A.G. Bellesis, C.P. Landee, M. Polson, M.M. Turnbull, J.L. Wikaira. Eur. Chem. Bull., 4, 110 (2015). (b) Y. Muto, T. Tokii, K. Chijiwa, M. Kato. Bull. Chem. Soc. Jpn., 57, 1008 (1984). (c) B. Bleaney, K.D. Bowers. Phil. Mag., 214, 451 (1952).
  • S.K. Hoffmann, D.K. Towle, W.E. Hatfield, K. Wieghardt, P. Chaudhuri, J. Weiss. Mol. Cryst. Liq. Cryst., 107, 161 (1984).
  • S.N. Herringer, M.M. Turnbull, C.P. Landee, J.L. Wikaira. Dalton Trans., 40, 4242 (2011).
  • K.B. Szpakolski, K. Latham, C.J. Rix, J.M. White. Inorg. Chim. Acta, 376, 628 (2011).
  • J. Zang, Y. Ding, L. Yan, T. Wang, Y. Lu, L. Gong. Catal. Commun., 51, 24 (2014).
  • H. Place, R.D. Willett. Acta Crystallogr. C Cryst. Struct. Commun., 43, 1497 (1987).

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