{"title":"Pyrrole studies. Part XVI. Conformational studies of 6-aryl-6-di-methylamino-2-azafulvenes [2-aryl(dimethylamino)methylenepyrroles]","authors":"C. Candy, R. Jones","doi":"10.1039/J29710001405","DOIUrl":null,"url":null,"abstract":"The energy barriers to rotation about the C(6)–N bond of a series of 6-p-substituted phenyl-6-dimethylamino-2-azafulvenes have been studied by n.m.r. spectroscopy and have been found to have values in the range 58·58 to 64·43 kJ/mol. The lack of a correlation between the electronic effect of the para-substituent and the rotational-energy barriers suggest a lack of coplanarity between the rings with a consequent reduction in the cross conjugation within the system.","PeriodicalId":17268,"journal":{"name":"Journal of The Chemical Society B: Physical Organic","volume":null,"pages":null},"PeriodicalIF":0.0000,"publicationDate":"1971-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"4","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of The Chemical Society B: Physical Organic","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1039/J29710001405","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 4
Abstract
The energy barriers to rotation about the C(6)–N bond of a series of 6-p-substituted phenyl-6-dimethylamino-2-azafulvenes have been studied by n.m.r. spectroscopy and have been found to have values in the range 58·58 to 64·43 kJ/mol. The lack of a correlation between the electronic effect of the para-substituent and the rotational-energy barriers suggest a lack of coplanarity between the rings with a consequent reduction in the cross conjugation within the system.