Synthesis and structure investigation of novel dibenziodonium salts
P.S. Postnikov1, O.A. Guselnikova1, A. Yoshimura2, M.S. Yusubov1, V.V. Zhdankin2
National research Tomsk polytechnic university, 634050, Russia, Tomsk, Lenina av, 30
University of Minnesota Duluth, MN 55812, USA, 1049 University Drive, Duluth
E-mail: [email protected]
Nowadays dibenziodonium salts are extensively used as substrats for carbazole [1,2] and
methylidenefluorenone [3] synthesis and also as reagents for functional groups transfer [4].
We proposed a new simple method for preparation of new dibenziodonoium salts via
oxidation of 2-iodobiphenyl in the presence of appropriate acids followed by ligand exchange on
the next step.
[O]=mCPBA, Oxone; H+A-= H2SO4, HOTf, HNTf2; X = -SCN, -N3, -CN, -OH, -Cl, -Br, -OSOPh
The structure of obtained compounds was investigated by X-Ray study.
Obtained dibenziodonium salts derivatives could be applied as new reagents for transfer of
nucleophilic functional groups in organic synthesis.
[1] Zhu D., Liu Q., Luo D. et al. Adv. Synth. Catal. 2013, 355, 2172 – 2178;
[2] Wu Y., Peng X., Luo B. et al. Org. Biomol. Chem., 2014, 12, 9777-9780;
[3] Zhu D., Wu Y., Wu B. et al. Org. Lett. 2014, 16, 2350−2353;
[4] Liu Z., Zhu D., Luo B., et al. Org. Lett., 2014, 16, 5600–5603.
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