کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5183422 1381018 2012 6 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Quantitative analysis and characterization of the products of the model reaction of n-butyllithium with excess 1,1-diphenylethylene: 1,1-Diphenylhexane and 1,1,3,3-tetraphenyloctane
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Quantitative analysis and characterization of the products of the model reaction of n-butyllithium with excess 1,1-diphenylethylene: 1,1-Diphenylhexane and 1,1,3,3-tetraphenyloctane
چکیده انگلیسی

The model reaction of n-butyllithium with excess (11 M equivalents) 1,1-diphenylethylene (DPE) was reinvestigated using modern characterization techniques including SEC, one dimensional and two dimensional nuclear magnetic resonance (1D and 2D NMR) spectroscopy and electrospray ionization mass spectrometry (ESI MS). The products were the monoadduct, 1,1-diphenylhexane (nBuDPEH), and the diadduct, 1,1,3,3-tetraphenyloctane [nBu(DPE)2H], formed in 62 mol% and 38 mol% yields, respectively, as determined by SEC and 1H NMR spectroscopy. The 1H NMR spectrum of 1,1,3,3-tetraphenyloctane exhibited a terminal methine triplet resonance at δ 3.71 ppm that was uniquely coupled to the adjacent methylene doublet resonance at δ 3.09 ppm, located between the two carbons, each bonded to two phenyl groups [-C(C6H5)2-CH2-CH(C6H5)2. All of the characteristic 1H and 13C NMR resonances for both adducts were assigned using 2D NMR spectroscopic methods. The diadduct, nBu(DPE)2H, exhibited unique 13C NMR resonances at δ 50.79 ppm for the quaternary carbon resonance [CH2-C(C6H5)2−CH2], and at δ 43.74 ppm for the methylene group isolated between the two carbons, each bonded to two phenyl groups [-C(C6H5)2-CH2-CH(C6H5)2].

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Polymer - Volume 53, Issue 11, 9 May 2012, Pages 2162-2167
نویسندگان
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