NEW DIORGANOCHALCOGEN COMPOUNDS BASED ON THE 2-(Me₂NCH₂)C₆H₄ GROUP
Keywords:
Diorganoselenium compounds, hypercoordination, structure elucidationAbstract
Heteroleptic diorganochalcogen compounds of type R[2-(Me2NCH2)C6H4]E [R = (phtz)CH2, E = Se (1), S (2); R = (4-Cl-phtz)CH2, E = S (3); R = (pz)CH2CH2, E = Se (4)] were prepared by reacting 2-(Me2NCH2)C6H4ELi with the appropriate organic halide in a 1:1 molar ratio. The new compounds were investigated in solution by 1H, 13C and 77Se NMR where appropriate. For compounds 1 and 4, the crystal and molecular structures were determined by single-crystal X-ray diffraction.
References
G. Mugesh and H.B. Singh, Chem. Soc. Rev., 2000, 29, 347.
T. Wirth (Ed.), Organoselenium Chemistry: Modern Developments in Organic Synthesis, Topics in Current Chemistry, vol. 208, Springer, Berlin, 2000.
T. Chivers, A Guide to Chalcogen-Nitrogen Chemistry, World Scientific Publishing, Singapore, 2005.
A.J. Mukherjee, S.S. Zade, H.B. Singh, R.B. Sunoj, Chem. Rev., 2010, 110, 4357.
M. Iwaoka, S. Tomoda, J. Chem. Soc., Chem. Commun., 1992, 1165.
L. Uehlin, G. Fragale, T. Wirth, Chem. Eur. J., 2002, 8, 1125.
T. Schewe, Gen. Pharmacol., 1995, 26, 1153.
B.K. Sarma, G. Mugesh, Chem. Eur. J., 2008, 14, 10603.
K.P. Bhabak, G. Mugesh, Chem. Asian J., 2009, 4, 974.
K.P. Bhabak, G. Mugesh, Chem. Eur. J., 2007, 13, 4594.
B. Krebs, G. Henkel, Chem. Rev., 2004, 104, 801.
T.M. Potewar, S. A. Ingale, K. V. Srinivasan, Tetrahedron, 2007, 63, 11066.
K.J. Wilson, C.R. Illig, N. Subasinghe, J.B. Hoffman, M.J. Rudolph, R. Soll, C. Molloy, R. Bone, D. Green, T. Randall, M. Zhang, F.A. Lewandowski, Z. Zhou, C. Sharp, D. Maguire, B. Grasberger, R.L. Desjarlais, O.J. Spurlino, Bioorg. Med. Chem. Lett., 2001, 11, 915.
O. Oniga, C. Moldovan, S. Oniga, B.G. Tiperciuc, A. Pirnau, P. Verite, O. Crisan, I. Ionut, Farmacia, 2010, 58, 825.
M.J. Graneto, R.G. Kurumbail, M.L. Vazquez, Huey-Sheng Shieh, J.L. Pawlitz, J.M. Williams, W.C. Stallings, L. Geng, A.S. Naraian, F.J. Koszyk, M.A. Stealey, X.D. Xu, R.M. Weier, G.J. Hanson, R.J. Mourey, R.P. Compton, S.J. Mnich, G.D. Anderson, J.B. Monahan, R. Devraj, J. Med. Chem., 2007, 50, 5712.
P.E. Almeida da Silva, D.F. Ramosa, H.G. Bonacorso, A.I. de la Iglesia, M.R. Oliveira, T. Coelho, J. Navarini, H.R. Morbidoni, N. Zanatta, M.A.P. Martins, Int. J. Antimicrob. Agents, 2008, 32, 139.
A. Pöllnitz, V. Lippolis, M. Arca, A. Silvestru, J. Organomet. Chem., 2011, 696, 2837.
A. Pop, A. Silvestru, E.J. Juárez-Pérez, M. Arca, V. Lippolis, C. Silvestru, Dalton Trans., 2014, 43 (5), 2221
E. Duhamel, A. Pöllnitz, A. Stegarescu, A. Silvestru, Z. Anorg. Allg. Chem. 2011, 637, 1355
M. Kulcsar, A. Beleaga, C. Silvestru, A. Nicolescu, C. Deleanu, C. Todasca, A. Silvestru, Dalton Trans., 2007, 2187.
A. Pop, L. Wang, V. Dorcet, T. Roisnel, J.-F. Carpentier, A. Silvestru, Y. Sarazin, Dalton Trans., 2014, 43, 16459.
A. Pöllnitz, A. Rotar, A. Silvestru, C. Silvestru, M. Kulcsar, J. Organomet. Chem., 2010, 695, 2486.
A. Pop, D. Rosca, R. Mitea, A, Silvestru, Inorg. Chim. Acta, 2013, 405, 235.
J. Emsley, Die Elemente, Walter de Gruyter, Berlin, 1994.
A. Meller, H. Hoppe, W. Meringgele, A. Haase, M. Noltemeyer, Organometallics, 1998, 17, 123.
L.D. Field, B.A. Messerle, K.Q. Vuong, P. Turner, T. Failes, Organometallics, 2007, 26, 2058.
M. Palage, D. Matinca, M. Horn, I. Simiti., Studia, Univ. Babes-Bolyai, Chemia, 1997, XLII (1-2), 51-59.
MestReC and MestReNova, Mestrelab Research S.L., A Coruńa 15706, Santiago de Compostela.
G.M. Sheldrick, Acta Crystallogr. Sect. A, 2008, 64, 112.
DIAMOND – Visual Crystal Structure Information System, CRYSTAL IMPACT, Postfach 1251, 53002 Bonn, Germany, 2001.
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