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Ring Inversion in Two Sterically Hindered (Z,Z)-Cycloocta-1,3-dienes
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نویسنده
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Yavari Issa ,Sirouspour Mehdi ,Souri Sanaz ,Nasiri Farough ,Djahaniani Hoorieh
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منبع
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jordan journal of chemistry - 2007 - دوره : 2 - شماره : 1 - صفحه:1 -10
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چکیده
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The 1h and 13c nmr spectra of 3,4-dibenzoyl-5-(benzylamino)-7,7-dimethylcycloocta-2,4- diene-1-one and dimethyl 3-(benzylamino)-5,5-dimethyl-7-oxocycloocta-2,8-diene-1,2-dicarboxy- late, at room temperature, are consistent with slow ring inversion. the energetic barriers for ring inversion in these compounds were determined by dynamic 1h nmr spectroscopy to be 95 ± 2 and 88 ± 2 kj mol-1, respectively. the crystal structure of 3,4-dibenzoyl-5-(benzylamino)-7,7- dimethylcycloocta-2,4-diene-1-one (c31h29no3) belongs to p21(1)/n space group with cell dimensions of a = 16.230(3) a, b = 9.4025(16) a, c = 17.089(3) a, β = 114.675(4)o. this (z,z)- cycloocta-1,3-diene derivative crystallizes in monoclinic space group with z = 4, the final r value is 0.0518 for 10816 reflections.
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کلیدواژه
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Dibenzoylacetylene; X-ray structure; Enaminone; Cycloocta-1 ,3-diene; Ring inversion; Dynamic NMR spectroscopy
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آدرس
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tarbiat modares university, Chemistry Department, ایران, tarbiat modares university, Chemistry Department, ایران, tarbiat modares university, Chemistry Department, ایران, tarbiat modares university, Chemistry Department, ایران, tarbiat modares university, Chemistry Department, ایران
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پست الکترونیکی
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yavarisa@modares.ac.ir
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Authors
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