Francesco Pizzoli, Sara Nardis, Alessia Fata, Martina Marsotto, Greta Petrella, Frank R. Fronczek, Kevin M. Smith, Roberto Paolesse
{"title":"N-烷基络合物","authors":"Francesco Pizzoli, Sara Nardis, Alessia Fata, Martina Marsotto, Greta Petrella, Frank R. Fronczek, Kevin M. Smith, Roberto Paolesse","doi":"10.1142/s1088424624500196","DOIUrl":null,"url":null,"abstract":"<p>A series of inner core <span><math altimg=\"eq-00001.gif\" display=\"inline\" overflow=\"scroll\"><mi>N</mi></math></span><span></span>-alkylcorroles were synthesized and characterized. The introduction of both linear and branched alkyl groups was achieved, demonstrating the quite large scope of the reaction. Polyalkylation results in the formation of the <span><math altimg=\"eq-00002.gif\" display=\"inline\" overflow=\"scroll\"><mi>N</mi></math></span><span></span>-21,<span><math altimg=\"eq-00003.gif\" display=\"inline\" overflow=\"scroll\"><mi>N</mi></math></span><span></span>-22 regioisomer, although the introduction of the second alkyl group is less facile than previously observed in the case of the methyl substituent. Complete functionalization of the inner core nitrogens has been investigated, but only the N,N<span><math altimg=\"eq-00004.gif\" display=\"inline\" overflow=\"scroll\"><msup><mrow></mrow><mrow><mi>′</mi></mrow></msup></math></span><span></span>,N<span><math altimg=\"eq-00005.gif\" display=\"inline\" overflow=\"scroll\"><msup><mrow></mrow><mrow><mi>′′</mi></mrow></msup></math></span><span></span>-trimethyl derivatives were obtained. The characterization of these species demonstrated a different arrangement of the methyl groups to the macrocyclic plane, which is peculiar when compared with the conformation of the analogous porphyrin derivatives. These <span><math altimg=\"eq-00006.gif\" display=\"inline\" overflow=\"scroll\"><mi>N</mi></math></span><span></span>-alkylcorroles should prove to be of potential interest as ligands for various metal ions.</p>","PeriodicalId":16876,"journal":{"name":"Journal of Porphyrins and Phthalocyanines","volume":"28 1","pages":""},"PeriodicalIF":0.9000,"publicationDate":"2024-05-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"N-Alkylcorroles\",\"authors\":\"Francesco Pizzoli, Sara Nardis, Alessia Fata, Martina Marsotto, Greta Petrella, Frank R. Fronczek, Kevin M. Smith, Roberto Paolesse\",\"doi\":\"10.1142/s1088424624500196\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>A series of inner core <span><math altimg=\\\"eq-00001.gif\\\" display=\\\"inline\\\" overflow=\\\"scroll\\\"><mi>N</mi></math></span><span></span>-alkylcorroles were synthesized and characterized. The introduction of both linear and branched alkyl groups was achieved, demonstrating the quite large scope of the reaction. Polyalkylation results in the formation of the <span><math altimg=\\\"eq-00002.gif\\\" display=\\\"inline\\\" overflow=\\\"scroll\\\"><mi>N</mi></math></span><span></span>-21,<span><math altimg=\\\"eq-00003.gif\\\" display=\\\"inline\\\" overflow=\\\"scroll\\\"><mi>N</mi></math></span><span></span>-22 regioisomer, although the introduction of the second alkyl group is less facile than previously observed in the case of the methyl substituent. Complete functionalization of the inner core nitrogens has been investigated, but only the N,N<span><math altimg=\\\"eq-00004.gif\\\" display=\\\"inline\\\" overflow=\\\"scroll\\\"><msup><mrow></mrow><mrow><mi>′</mi></mrow></msup></math></span><span></span>,N<span><math altimg=\\\"eq-00005.gif\\\" display=\\\"inline\\\" overflow=\\\"scroll\\\"><msup><mrow></mrow><mrow><mi>′′</mi></mrow></msup></math></span><span></span>-trimethyl derivatives were obtained. The characterization of these species demonstrated a different arrangement of the methyl groups to the macrocyclic plane, which is peculiar when compared with the conformation of the analogous porphyrin derivatives. These <span><math altimg=\\\"eq-00006.gif\\\" display=\\\"inline\\\" overflow=\\\"scroll\\\"><mi>N</mi></math></span><span></span>-alkylcorroles should prove to be of potential interest as ligands for various metal ions.</p>\",\"PeriodicalId\":16876,\"journal\":{\"name\":\"Journal of Porphyrins and Phthalocyanines\",\"volume\":\"28 1\",\"pages\":\"\"},\"PeriodicalIF\":0.9000,\"publicationDate\":\"2024-05-04\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Porphyrins and Phthalocyanines\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1142/s1088424624500196\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Porphyrins and Phthalocyanines","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1142/s1088424624500196","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
A series of inner core -alkylcorroles were synthesized and characterized. The introduction of both linear and branched alkyl groups was achieved, demonstrating the quite large scope of the reaction. Polyalkylation results in the formation of the -21,-22 regioisomer, although the introduction of the second alkyl group is less facile than previously observed in the case of the methyl substituent. Complete functionalization of the inner core nitrogens has been investigated, but only the N,N,N-trimethyl derivatives were obtained. The characterization of these species demonstrated a different arrangement of the methyl groups to the macrocyclic plane, which is peculiar when compared with the conformation of the analogous porphyrin derivatives. These -alkylcorroles should prove to be of potential interest as ligands for various metal ions.
期刊介绍:
The Journal of Porphyrins and Phthalocyanines (JPP) covers research in the chemistry, physics, biology and technology of porphyrins, phthalocyanines and related macrocycles. Research papers, review articles and short communications deal with the synthesis, spectroscopy, processing and applications of these compounds.