کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5267099 1385329 2012 4 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Macromolecular polyyne-containing benzoxazines for cross-linked polymerization
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Macromolecular polyyne-containing benzoxazines for cross-linked polymerization
چکیده انگلیسی
A Mannich condensation of 2,4-di-tert-butylphenol, p-bromophenethylamine, and formaldehyde followed by a Sonogashira coupling of the resulting 3-(4-bromophenethyl)-6,8-di-tert-butyl-3,4-dihydro-2H-benz[1,3]oxazine (1-Br) with TMSCCH gave acetylenic benzoxazine 1-C2TMS which was a precursor for polyynic derivatives. Firstly, it was deprotected with K2CO3 in iPrOH/MeOH to give the terminal acetylene 1-C2H, which was subsequently dimerized to the symmetrical diyne 1-C4-1. Next, 1-C2H was transformed to 1-C4TMS via a Cadiot-Chodkiewicz coupling, and then 1-C4TMS was homocoupled with in situ deprotection to give octatetrayne 1-C8-1. X-ray diffraction studies of 1-C8-1 showed distinctive chain bending and a packing analysis revealed the potential for 1,n-topochemical polymerization that implies a cross-linking opportunity.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 53, Issue 41, 10 October 2012, Pages 5471-5474
نویسندگان
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