A. V. Zalaltdinova, Yu. M. Sadykova, A. K. Smailov, D. P. Gerasimova, A. S. Gazizov, А. R. Burilov
{"title":"Synthesis of New Hydrazones Based on 3-Hydroxy-4,8,9,11-tetramethyl-12H-6,12-methanodibenzo[d,g][1,3,2]dioxaphosphocine-2-carbaldehyde-6-oxide","authors":"A. V. Zalaltdinova, Yu. M. Sadykova, A. K. Smailov, D. P. Gerasimova, A. S. Gazizov, А. R. Burilov","doi":"10.1134/S1070363224100062","DOIUrl":null,"url":null,"abstract":"<p>A method was developed for the synthesis of first representative of unsymmetrical cage phosphonates containing a carbonyl group on the periphery. New hydrazones were prepared by the reaction of 3-hydroxy-4,8,9,11-tetramethyl-12<i>H</i>-6,12-methanodibenzo[<i>d</i>,<i>g</i>][1,3,2]dioxaphosphocine-2-carbaldehyde-6-oxide with hydrazines and hydrazides (phenylhydrazine, benzohydrazide, nicotinic hydrazide, isonicotinic acid hydrazide). Composition and structure of all the obtained compounds were confirmed by <sup>1</sup>H, <sup>13</sup>С and <sup>31</sup>P NMR, IR spectroscopy, mass spectrometry and X-ray structural analysis. Based on 1D/2D correlation NMR experiments, it was found that the resulting hydrazones exist only as <i>E</i>-isomer.</p>","PeriodicalId":761,"journal":{"name":"Russian Journal of General Chemistry","volume":"94 10","pages":"2616 - 2622"},"PeriodicalIF":0.9000,"publicationDate":"2024-11-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Journal of General Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1134/S1070363224100062","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
A method was developed for the synthesis of first representative of unsymmetrical cage phosphonates containing a carbonyl group on the periphery. New hydrazones were prepared by the reaction of 3-hydroxy-4,8,9,11-tetramethyl-12H-6,12-methanodibenzo[d,g][1,3,2]dioxaphosphocine-2-carbaldehyde-6-oxide with hydrazines and hydrazides (phenylhydrazine, benzohydrazide, nicotinic hydrazide, isonicotinic acid hydrazide). Composition and structure of all the obtained compounds were confirmed by 1H, 13С and 31P NMR, IR spectroscopy, mass spectrometry and X-ray structural analysis. Based on 1D/2D correlation NMR experiments, it was found that the resulting hydrazones exist only as E-isomer.
期刊介绍:
Russian Journal of General Chemistry is a journal that covers many problems that are of general interest to the whole community of chemists. The journal is the successor to Russia’s first chemical journal, Zhurnal Russkogo Khimicheskogo Obshchestva (Journal of the Russian Chemical Society ) founded in 1869 to cover all aspects of chemistry. Now the journal is focused on the interdisciplinary areas of chemistry (organometallics, organometalloids, organoinorganic complexes, mechanochemistry, nanochemistry, etc.), new achievements and long-term results in the field. The journal publishes reviews, current scientific papers, letters to the editor, and discussion papers.