واکنش جفت شدن آریل هالیدها با فنیل بورونیک اسید با استفاده از کمپلکس کیتوسان-مس (II) استخراج شده از پوسته میگوی خلیج فارس

نوع مقاله : مقاله علمی پژوهشی

نویسندگان

1 دانشجوی دکتری شیمی آلی، گروه شیمی آلی، دانشکده شیمی، دانشگاه کاشان، کاشان

2 بخش شیمی، دانشکده علوم، دانشگاه شیراز، شیراز، ایران

3 استادیار، بخش شیمی، دانشکده علوم، دانشگاه شیراز، شیراز، ایران

چکیده

در این پژوهش با استفاده از روشی مناسب و در راستای توسعه شیمی سبز، ذرات کیتوسان از طریق فرایند استیل زدایی از ضایعات پوسته میگوی خلیج فارس تهیه شده، و در ادامه کمپلکسی مبتنی بر مس بر روی بستری از ذرات کیتوسان با موفقیت سنتز، و با تکنیک هایی چون اسپکترومتری مادون قرمز تبدیل فوریه (FT-IR)، پراش پرتو ایکس (XRD)، میکروسکوپ الکترونی روبشی (SEM)، طیف سنجی پراش انرژی پرتو ایکس (EDX)، نگاشت عنصری (Mapping)، و طیف سنجی مرئی- فرابنفش (UV-Vis) مورد بررسی قرار گرفت. کمپلکس کیتوسان-مس (II) به عنوان یک کاتالیزگر ناهمگن کارآمد در واکنش های تشکیل پیوند کربن-کربن بین آریل هالیدها و ارگانوبورونیک اسیدها استفاده شد. طیف گسترده ای از ترکیبات بی آریل با موفقیت از طریق فرآیند کاتالیزگری توسعه یافته سنتز شدند. استفاده از کاتالیزگر کمپلکس کیتوسان-مس (II)، در سنتز مشتقات بی فنیل چندین مزیت از جمله شرایط واکنش ملایم و زمان سنتز کوتاه، بازده قابل توجه، اجتناب از تولید زباله های سمی، و جداسازی آسان کاتالیزگر را نشان داد. علاوه بر این، کمپلکس کیتوسان-مس (II) به راحتی توسط صاف کردن بازیابی شد و می‌توان آن را برای پنج چرخه بدون از دست دادن یکپارچگی ساختاری و فعالیت کاتالیزگری مورد استفاده ی مجدد قرار داد.

کلیدواژه‌ها

موضوعات

عنوان مقاله [English]

Coupling reaction of aryl halides with phenylboronic acid using chitosan-copper (II) complex extracted from Persian Gulf shrimp shell

نویسندگان [English]

  • Abdulhamid Dehghani 1
  • Milad Ghezelsofloo 2
  • Soheila Ghasemi 3
1 Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, Kashan, Iran
2 Department of Chemistry, Shiraz University, Shiraz 7194684795, I.R. Iran
3 Department of Chemistry, Shiraz University, Shiraz 7194684795, I.R. Iran
چکیده [English]

In this research, using a suitable method and in line with the development of green chemistry, chitosan particles were prepared through the process of deacetylation from Persian Gulf shrimp shell waste, and then a copper-based complex was successfully synthesized on a substrate of chitosan particles, and with Techniques such as Fourier Transform Infrared Spectrometry (FT-IR), X-ray Diffraction (XRD), Scanning Electron Microscopy (SEM), X-ray Energy Diffraction Spectroscopy (EDX), Elemental Mapping, and Visible-Ultraviolet Spectroscopy (UV-Vis) was investigated. A wide variety of biaryl compounds were successfully synthesized through the developed catalytic process. The use of chitosan-copper (II) complex catalyst in the synthesis of biphenyl derivatives showed several advantages, including mild reaction conditions and short synthesis time, significant efficiency, avoiding the production of toxic waste, and easy separation of the catalyst. Furthermore, the chitosan-copper(II) complex was easily recovered by filtration and could be reused for five cycles without losing its structural integrity and catalytic activity.

کلیدواژه‌ها [English]

  • shrimp waste
  • deacetylation
  • chitosan
  • chitosan-copper (II) complex
  • carbon-carbon coupling reactions

This is an open access article under the CC-BY-SA 4.0 license.( https://creativecommons.org/licenses/by-sa/4.0/)

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شیمى کاربردى روز
دوره 19، شماره 70
فروردین 1403
صفحه 9-28

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