{"title":"作为还原胺化反应催化剂的 2,3-二氨基-4,5-二芳基环戊二烯酮铁羰基复合物","authors":"","doi":"10.1039/d4cy00372a","DOIUrl":null,"url":null,"abstract":"<div><p>The reaction of dipiperidinoacetylene, (CH<sub>2</sub>)<sub>5</sub>NCCN(CH<sub>2</sub>)<sub>5</sub>, with a series of 2,3-diarylcyclopropenones (Ar)<sub>2</sub>C<sub>3</sub>O (Ar = phenyl, 4-<em>tert</em>-butylphenyl, 2,5-dimethylphenyl, 4-trifluoromethylphenyl) afforded 2,3-dipiperidino-4,5-diarylcyclopentadienones, which were used to prepare cyclopentadienone (CPD) iron tricarbonyl complexes [(CPD)Fe(CO)<sub>3</sub>] by the reaction with Fe<sub>2</sub>(CO)<sub>9</sub>. Subsequent treatment with trimethylamine-<em>N</em>-oxide in the presence of acetonitrile afforded the corresponding acetonitrile complexes [(CPD)Fe(CO)<sub>2</sub>(NCCH<sub>3</sub>)], which were used as catalysts for the reductive amination of citronellal with various secondary amines under 5 bar of dihydrogen pressure. The first iron-catalysed reductive amination for the preparation of the pharmaceutically important antidepressant sertraline is also reported.</p></div>","PeriodicalId":66,"journal":{"name":"Catalysis Science & Technology","volume":null,"pages":null},"PeriodicalIF":4.4000,"publicationDate":"2024-08-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.rsc.org/en/content/articlepdf/2024/cy/d4cy00372a?page=search","citationCount":"0","resultStr":"{\"title\":\"2,3-Diamino-4,5-diarylcyclopentadienone iron carbonyl complexes as catalysts for reductive amination reactions†\",\"authors\":\"\",\"doi\":\"10.1039/d4cy00372a\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>The reaction of dipiperidinoacetylene, (CH<sub>2</sub>)<sub>5</sub>NCCN(CH<sub>2</sub>)<sub>5</sub>, with a series of 2,3-diarylcyclopropenones (Ar)<sub>2</sub>C<sub>3</sub>O (Ar = phenyl, 4-<em>tert</em>-butylphenyl, 2,5-dimethylphenyl, 4-trifluoromethylphenyl) afforded 2,3-dipiperidino-4,5-diarylcyclopentadienones, which were used to prepare cyclopentadienone (CPD) iron tricarbonyl complexes [(CPD)Fe(CO)<sub>3</sub>] by the reaction with Fe<sub>2</sub>(CO)<sub>9</sub>. Subsequent treatment with trimethylamine-<em>N</em>-oxide in the presence of acetonitrile afforded the corresponding acetonitrile complexes [(CPD)Fe(CO)<sub>2</sub>(NCCH<sub>3</sub>)], which were used as catalysts for the reductive amination of citronellal with various secondary amines under 5 bar of dihydrogen pressure. The first iron-catalysed reductive amination for the preparation of the pharmaceutically important antidepressant sertraline is also reported.</p></div>\",\"PeriodicalId\":66,\"journal\":{\"name\":\"Catalysis Science & Technology\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":4.4000,\"publicationDate\":\"2024-08-12\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://pubs.rsc.org/en/content/articlepdf/2024/cy/d4cy00372a?page=search\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Catalysis Science & Technology\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/org/science/article/pii/S2044475324004052\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, PHYSICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Catalysis Science & Technology","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S2044475324004052","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}
2,3-Diamino-4,5-diarylcyclopentadienone iron carbonyl complexes as catalysts for reductive amination reactions†
The reaction of dipiperidinoacetylene, (CH2)5NCCN(CH2)5, with a series of 2,3-diarylcyclopropenones (Ar)2C3O (Ar = phenyl, 4-tert-butylphenyl, 2,5-dimethylphenyl, 4-trifluoromethylphenyl) afforded 2,3-dipiperidino-4,5-diarylcyclopentadienones, which were used to prepare cyclopentadienone (CPD) iron tricarbonyl complexes [(CPD)Fe(CO)3] by the reaction with Fe2(CO)9. Subsequent treatment with trimethylamine-N-oxide in the presence of acetonitrile afforded the corresponding acetonitrile complexes [(CPD)Fe(CO)2(NCCH3)], which were used as catalysts for the reductive amination of citronellal with various secondary amines under 5 bar of dihydrogen pressure. The first iron-catalysed reductive amination for the preparation of the pharmaceutically important antidepressant sertraline is also reported.
期刊介绍:
A multidisciplinary journal focusing on cutting edge research across all fundamental science and technological aspects of catalysis.
Editor-in-chief: Bert Weckhuysen
Impact factor: 5.0
Time to first decision (peer reviewed only): 31 days