ATI Stabilized Germylene Cation as a Cyanosilylation Catalyst for Aldehydes and Ketones

IF 3.5 3区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Chemistry - An Asian Journal Pub Date : 2024-05-11 DOI:10.1002/asia.202400138

Vivek Kumar Singh, Dharmendra Singh, Hemant Kumar, Prakash Chandra Joshi, Vishal Singh, Pratima Shukla, Tanu Sharma, Gopalan Rajaraman, Prof. Selvarajan Nagendran

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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.

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ATI 稳定锗阳离子作为醛和酮的氰硅催化剂。

研究发现，氨基丙亚胺酸盐（ATI）配体稳定的亚甲基阳离子 [(i-Bu)2ATIGe][B(C6F5)4]（2）是一种高效的低价主族催化剂，可用于醛和酮（ATI = 氨基丙亚胺酸盐）的氰基硅烷化反应。它是通过[(i-Bu)2ATIGeCl] (1) 与 Na[B(C6F5)4] 反应合成的。使用 0.075-0.75 摩尔%的化合物 2 催化各种脂肪族和芳香族羰基化合物（醛和酮）的氰硅化反应在 5-45 分钟内完成。脂肪醛的催化效率约为 15,800 h-1，这使得化合物 2 成为醛和酮氰硅化反应的低价主族催化剂。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Chemistry - An Asian Journal 化学-化学综合

CiteScore

7.00

自引率

2.40%

发文量

535

审稿时长

1.3 months

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).