D. A. Shkolnikov, I. S. Odin, D. M. Gusev, M. Yu. Ovchinnikov, S. A. Grabovskii, A. A. Golovanov
{"title":"1,8-重氮杂环[5.4.0]十一-7-烯存在下(E)-1,5-二苯基戊-1-en-4- n-3 -1苯基腙杂环化动力学","authors":"D. A. Shkolnikov, I. S. Odin, D. M. Gusev, M. Yu. Ovchinnikov, S. A. Grabovskii, A. A. Golovanov","doi":"10.1007/s11172-025-4688-1","DOIUrl":null,"url":null,"abstract":"<div><p>The kinetics of the cyclization of (<i>E</i>)-1,5-diphenylpent-1-en-4-yn-3-one phenylhydrazone in ethylene glycol in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene at temperatures ranging from 373.15 to 407.15 K was studied. The reaction product is (<i>E</i>)-1,2-diphenyl-4-styryl-1<i>H</i>-pyrazole in a yield of 99%. The use of catalysis allows one to shorten the reaction time with retaining the yield of the product. The mechanism of the formation of a complex between the reactant and catalyst and the proton transfer from the reactant to the catalyst, which decreases the activation barrier for cyclization, is considered.</p></div>","PeriodicalId":756,"journal":{"name":"Russian Chemical Bulletin","volume":"74 7","pages":"2038 - 2043"},"PeriodicalIF":1.7000,"publicationDate":"2025-08-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Kinetics of the heterocyclization of (E)-1,5-diphenylpent-1-en-4-yn-3-one phenylhydrazone in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene\",\"authors\":\"D. A. Shkolnikov, I. S. Odin, D. M. Gusev, M. Yu. Ovchinnikov, S. A. Grabovskii, A. A. Golovanov\",\"doi\":\"10.1007/s11172-025-4688-1\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>The kinetics of the cyclization of (<i>E</i>)-1,5-diphenylpent-1-en-4-yn-3-one phenylhydrazone in ethylene glycol in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene at temperatures ranging from 373.15 to 407.15 K was studied. The reaction product is (<i>E</i>)-1,2-diphenyl-4-styryl-1<i>H</i>-pyrazole in a yield of 99%. The use of catalysis allows one to shorten the reaction time with retaining the yield of the product. The mechanism of the formation of a complex between the reactant and catalyst and the proton transfer from the reactant to the catalyst, which decreases the activation barrier for cyclization, is considered.</p></div>\",\"PeriodicalId\":756,\"journal\":{\"name\":\"Russian Chemical Bulletin\",\"volume\":\"74 7\",\"pages\":\"2038 - 2043\"},\"PeriodicalIF\":1.7000,\"publicationDate\":\"2025-08-16\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Russian Chemical Bulletin\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s11172-025-4688-1\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Chemical Bulletin","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s11172-025-4688-1","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Kinetics of the heterocyclization of (E)-1,5-diphenylpent-1-en-4-yn-3-one phenylhydrazone in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene
The kinetics of the cyclization of (E)-1,5-diphenylpent-1-en-4-yn-3-one phenylhydrazone in ethylene glycol in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene at temperatures ranging from 373.15 to 407.15 K was studied. The reaction product is (E)-1,2-diphenyl-4-styryl-1H-pyrazole in a yield of 99%. The use of catalysis allows one to shorten the reaction time with retaining the yield of the product. The mechanism of the formation of a complex between the reactant and catalyst and the proton transfer from the reactant to the catalyst, which decreases the activation barrier for cyclization, is considered.
期刊介绍:
Publishing nearly 500 original articles a year, by leading Scientists from Russia and throughout the world, Russian Chemical Bulletin is a prominent international journal. The coverage of the journal spans practically all areas of fundamental chemical research and is presented in five sections:
General and Inorganic Chemistry;
Physical Chemistry;
Organic Chemistry;
Organometallic Chemistry;
Chemistry of Natural Compounds and Bioorganic Chemistry.