کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1313752 1499322 2015 9 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Catalytic nucleophilic fluorination by an imidazolium ionic liquid possessing trialkylphosphine oxide functionality
ترجمه فارسی عنوان
فلوراسیون نوکلئوفیلی کاتالیستی با یک مایع یونیزائی مینای دیزلیوم که دارای قابلیت تری آلکیل فسفین اکسید
کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی معدنی
چکیده انگلیسی


• Enhanced rates of fluorination compared to conventional ionic liquids using CsF.
• Cooperative effect of imidazolium and phosphine oxide groups facilitates fluorination.
• Simple and quick procedure suitable for 18F-labeled compounds preparation.
• Recyclability of the catalyst with no change in yield and purity of the products.

The synthesis of a new alkylmethylimidazolium ionic liquid wherein the alkyl group is functionalized with dihexylphosphine oxide moiety at the terminal position has been achieved in four steps from 1-methylimidazole. This hybrid ionic liquid effectively catalyzed the nucleophilic fluorination of primary alkyl mesylates under mild conditions using CsF as the fluoride source with a faster rate compared to butylmethylimidazolium mesylate. The hybrid catalyst was recycled 5 times without compromising the yield and purity of the product. The nucleophilic fluorination has been used for the synthesis of diethyl 2-(5-fluoropentyl)-2-methyl malonate, a precursor of 18F isotopomer of an apoptosis imaging agent and the protected form of O-(2′-fluoroethyl)-l-tyrosine, a 18F isotopomer of a tumor imaging agent.

A remarkable rate acceleration observed in the nucleophilic fluorination catalyzed by a designer alkylmethylimidazolium ionic liquid tailed functionalized with dihexylphosphine oxide.Figure optionsDownload as PowerPoint slide

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Fluorine Chemistry - Volume 178, October 2015, Pages 47–55
نویسندگان
, , , ,