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Synthesis and structures of ethoxymethylene derivatives of 1,3-diethoxycyclohexenylium perchlorate
Authors:E P Olekhnovich  I V Korobka  O Ya Borbulevych  A B Larionov  A V Chernoivanov  O V Shishkin  V G Arsen ev  L P Olekhnovich
Institution:(1) Research Institute of Physical and Organic Chemistry of Rostov State University, 194/2 prosp. Stachki, 344090 Rostov-on-Don, Russian Federation;(2) Department of Chemistry, Rostov State University, 7 ul. Zorge, 344090 Rostov-on-Don, Russian Federation;(3) A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813 Moscow, Russian Federation;(4) Institute of Single Crystals of the National Academy of Sciences of the Ukraine, 60 prosp. Lenina, 310001 Khar'kov, Ukraine
Abstract:1,3-Diethoxy-4,6-di(ethoxymethylene)-5,5-dimethylcyclohexenylium perchlorate (6a) was synthesized from 1,3-diethoxy-5,5-dimethylcyclohexenylium perchlorate by successive introduction of ethoxymethylene groups. Perchlorate6a was also obtained from dimedone in one preparative step. Compound6a was studied by X-ray diffraction analysis. The bond lengths in the fragment containing the C(1)–C(4) and C(6) atoms of the six-membered ring of the cation are substantially equalized and close to the Carom-Carom bond length. Apparently, this fact indicates that the positive charge is primarily delocalized over the aromatic system. Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2300–2304, November, 1998.
Keywords:1  3-diethoxy-4-ethoxymethylene-5  5-dimethylcyclohexenylium perchlorate  1  3-diethoxy-4  6-di(ethoxymethylene)-5  5-dimethylcyclohexenylium perchlorate  1  3-diethoxy-4  6-di(ethoxymethylene)cyclohexenylium perchlorate  molecular structure  crystal structure  organic synthesis  X-ray diffraction study
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