铬催化的可持续 C-C 和 C-N 键形成：使用醇进行 C-烷基化和 Friedländer 喹啉合成

IF 3.5 3区化学 Q2 CHEMISTRY, INORGANIC & NUCLEAR

Dalton Transactions Pub Date : 2024-11-18 DOI:10.1039/d4dt01481b

Vaishnavi Atreya, Sachin Jalwal, Subrata Chakraborty

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引用次数: 0

摘要

报告了一种基于膦的新型钳形铬 (II) 催化剂 CrCl2(PONNH) (Cr-1)。通过借氢法，该配合物在 C-C 和 C-N 键形成方面表现出良好的催化性能。在催化量的碱存在下，Cr-1 催化了以伯醇为烷基代用品的酮的 α-烷基化反应。研究还发现，该催化剂还能与伯醇进行仲醇的 β-烷基化反应。此外，还利用 Cr-1 实现了 2-氨基苄醇与酮的脱氢环化反应，生成喹啉类化合物。在机理研究的支持下，提出了一种基于金属配体合作的合理机理。反应是氧化还原中性的，原子效率高，唯一的副产物是水，因此有助于可持续发展。

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Chromium Catalyzed Sustainable C-C and C-N Bond Formation: C-Alkylation and Friedländer Quinoline Synthesis Using Alcohols

A phosphine-based novel pincer chromium (II) catalyst CrCl2(PONNH) (Cr-1) is reported. The complex exhibited promising catalytic performance in C-C and C-N bond formation by borrowing hydrogen methodology. The Cr-1 catalyzed α-alkylation of ketones using primary alcohols as alkyl surrogates in the presence of catalytic amount of base. The catalyst was also found to perform β-alkylation of secondary alcohols with primary alcohols. In addition, dehydrogenative annulation of 2-aminobenzyl alcohols with ketones to form quinolines was also achieved using Cr-1. Supported by the mechanistic investigation, a plausible mechanism based on metal-ligand cooperation is proposed. The reactions are redox-neutral, atom efficient, producing water as the only by-product, thus contributing towards the sustainable development.

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来源期刊

Dalton Transactions 化学-无机化学与核化学

CiteScore

6.60

自引率

7.50%

发文量

1832

审稿时长

1.5 months

期刊介绍： Dalton Transactions is a journal for all areas of inorganic chemistry, which encompasses the organometallic, bioinorganic and materials chemistry of the elements, with applications including synthesis, catalysis, energy conversion/storage, electrical devices and medicine. Dalton Transactions welcomes high-quality, original submissions in all of these areas and more, where the advancement of knowledge in inorganic chemistry is significant.