{"title":"ATI Stabilized Germylene Cation as a Cyanosilylation Catalyst for Aldehydes and Ketones","authors":"Vivek Kumar Singh, Dharmendra Singh, Hemant Kumar, Prakash Chandra Joshi, Vishal Singh, Pratima Shukla, Tanu Sharma, Gopalan Rajaraman, Prof. Selvarajan Nagendran","doi":"10.1002/asia.202400138","DOIUrl":null,"url":null,"abstract":"<p>The aminotroponiminate (ATI) ligand stabilized germylene cation [(<i>i</i>-Bu)<sub>2</sub>ATIGe][B(C<sub>6</sub>F<sub>5</sub>)<sub>4</sub>] (<b>2</b>) is found to be an efficient low-valent main-group catalyst for the cyanosilylation of aldehydes and ketones (ATI=aminotroponiminate). It was synthesized by reacting [(<i>i</i>-Bu)<sub>2</sub>ATIGeCl] (<b>1</b>) with Na[B(C<sub>6</sub>F<sub>5</sub>)<sub>4</sub>]. The catalytic cyanosilylation of diverse aliphatic and aromatic carbonyl compounds (aldehydes and ketones) using 0.075–0.75 mol% of compound <b>2</b> was completed within 5–45 min. The catalytic efficiency seen with aliphatic aldehydes was around 15,800 h<sup>−1</sup>, making compound <b>2</b> a capable low-valent main-group catalyst for the aldehyde and ketone cyanosilylation reactions. Further, DFT calculations reveal a pronounced charge localization at the germanium atom of compound <b>2</b>, leading to its superior catalytic performance.</p>","PeriodicalId":145,"journal":{"name":"Chemistry - An Asian Journal","volume":null,"pages":null},"PeriodicalIF":3.5000,"publicationDate":"2024-05-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemistry - An Asian Journal","FirstCategoryId":"1","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/asia.202400138","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
The aminotroponiminate (ATI) ligand stabilized germylene cation [(i-Bu)2ATIGe][B(C6F5)4] (2) is found to be an efficient low-valent main-group catalyst for the cyanosilylation of aldehydes and ketones (ATI=aminotroponiminate). It was synthesized by reacting [(i-Bu)2ATIGeCl] (1) with Na[B(C6F5)4]. The catalytic cyanosilylation of diverse aliphatic and aromatic carbonyl compounds (aldehydes and ketones) using 0.075–0.75 mol% of compound 2 was completed within 5–45 min. The catalytic efficiency seen with aliphatic aldehydes was around 15,800 h−1, making compound 2 a capable low-valent main-group catalyst for the aldehyde and ketone cyanosilylation reactions. Further, DFT calculations reveal a pronounced charge localization at the germanium atom of compound 2, leading to its superior catalytic performance.
期刊介绍:
Chemistry—An Asian Journal is an international high-impact journal for chemistry in its broadest sense. The journal covers all aspects of chemistry from biochemistry through organic and inorganic chemistry to physical chemistry, including interdisciplinary topics.
Chemistry—An Asian Journal publishes Full Papers, Communications, and Focus Reviews.
A professional editorial team headed by Dr. Theresa Kueckmann and an Editorial Board (headed by Professor Susumu Kitagawa) ensure the highest quality of the peer-review process, the contents and the production of the journal.
Chemistry—An Asian Journal is published on behalf of the Asian Chemical Editorial Society (ACES), an association of numerous Asian chemical societies, and supported by the Gesellschaft Deutscher Chemiker (GDCh, German Chemical Society), ChemPubSoc Europe, and the Federation of Asian Chemical Societies (FACS).