کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5214007 | 1383180 | 2015 | 8 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Improving reactivity and selectivity of aqueous-based Heck reactions by the local hydrophobicity of phosphine ligands
ترجمه فارسی عنوان
بهبود واکنش پذیری و انتخابی واکنش های هک مبتنی بر آب توسط هیدروفوبیت موضعی لیگاند های فسفین
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موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
چکیده انگلیسی
Modification of a triarylphosphine with a cholate moiety affords a new ligand, 1, which is effective in palladium-catalyzed Heck cross-couplings between acrylates and aryl iodides under mild, aqueous reaction conditions. High yields, up to 99%, were achieved in water at 40 °C. In competition studies, a more hydrophobic substrate (n-Bu acrylate) was preferred over the least hydrophobic substrate (methyl acrylate), supportive of a localized hydrophobic microenvironment near the catalytic center. The enhanced reactivity and selectivity for hydrophobic substrates disappeared when the local hydrophobicity was eliminated using a standard water-soluble phosphine or in organic solvents.
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ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 71, Issue 43, 28 October 2015, Pages 8263–8270
Journal: Tetrahedron - Volume 71, Issue 43, 28 October 2015, Pages 8263–8270