شیمى کاربردى روز

شیمى کاربردى روز

آمین‌دار کردن کاهشی ترکیبات کربونیل‌دار توسط تارتاریک اسید و سدیم بورهیدرید

نوع مقاله : مقاله علمی پژوهشی

نویسندگان
گروه شیمی، دانشکده علوم پایه، دانشگاه شهرکرد، شهرکرد، ایران
چکیده
در این پژوهش، روشی ساده و کارآمد برای سنتز انواع آمین‌ها از طریق آمین‌دار کردن کاهشی ترکیبات کربونیل توسعه یافته است. واکنش در دمای محیط با بهره‌گیری از آنیلین، آلدهیدها یا کتون‌ها و اسید تارتاریک به‌عنوان یک کاتالیست سبز، ارزان‌قیمت و غیرسمی، در حضور سدیم بورهیدرید (NaBH₄) به‌عنوان عامل کاهنده انجام پذیرفت. اسید تارتاریک به‌طور همزمان در شکل‌گیری ایمین و تسریع کاهش آن به آمین نقش کلیدی ایفا می‌کند. این روش بازدهی بالایی را نشان داده و گستره وسیعی از ترکیبات از جمله آمین‌های آروماتیک و آلیفاتیک، به همراه آلدهیدها و کتون‌های مختلف را شامل می شود. شناسایی آمین‌های سنتز شده با استفاده از طیف‌سنجی FTIR وH1NMR انجام شد. این رویکرد از مزایایی نظیر بازده بالا، سادگی شرایط واکنش، حذف استفاده از مواد خطرناک و کاهش محصولات جانبی برخوردار است. یافته‌های این پژوهش، اسید تارتاریک را به‌عنوان کاتالیستی مؤثر و پایدار برای آمین‌دار کردن کاهشی در شرایط ملایم معرفی می‌کند.
کلیدواژه‌ها
موضوعات

عنوان مقاله English

Reductive amination of carbonyl compounds by tartaric acid - NaBH4

نویسندگان English

Shaghayegh Mahmoodi Babarsad
Ahmadreza Momeni
Mostafa Riahi Farsani
Department of Chemistry, Faculty of Basic Sciences, Shahrekord University, Shahrekord, Iran
چکیده English

In this study, a simple and efficient method for the synthesis of various amines via the reductive amination of carbonyl compounds has been developed. The reaction was carried out at room temperature using anilines, aldehydes, or ketones, with tartaric acid as a green, inexpensive, and non-toxic catalyst, in the presence of sodium borohydride (NaBH₄) as the reducing agent. Tartaric acid plays a key role both in the formation of the imine intermediate and in facilitating its reduction to the corresponding amine. This method exhibits high yields and tolerates a wide range of substrates, including aromatic and aliphatic amines, as well as various aldehydes and ketones. The synthesized amines were characterized using FTIR and ¹H NMR spectroscopy. The approach offers several advantages, such as high efficiency, mild reaction conditions, avoidance of hazardous reagents, and minimized by-product formation. The findings of this study highlight tartaric acid as an effective and sustainable catalyst for reductive amination under mild conditions.

کلیدواژه‌ها English

Reductive amination
Carbonyl compounds
Aniline
Sodium borohydride
Tartaric acid
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