The Synthesis of 1,8-Diphenylnaphthalene

The Synthesis of 1,8-Diphenylnaphthalene
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1,8-二苯基萘的合成

DOI:
10.1021/jo01044a063
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发表时间:
1963
影响因子:
3.6
通讯作者:
H. W. Thompson
H. W. Thompson
中科院分区:
化学2区
文献类型:
--
作者:
H. O. House;R. Magin;H. W. Thompson

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以8-苯基av -辛醛- 1(0)与苯基溴化镁为原料,经脱水脱氢制得1,8 -二苯萘(2)。由7-苯基-l-四酮(9)与苯溴化镁反应脱水脱氢,得到1,7 -二苯萘(8)。1,8 -二苯萘(2)的物理性质与该分子存在于两个苯环彼此平行并垂直于萘环平面的基态构象的假设是一致的。
1, 8-Diphenylnaphthalene (2) has been prepared by reaction of 8-phenyl-AV-octal-l-one (0) with phenyl-magnesium bromide followed by dehydration and dehydrogenation. 1, 7-Diphenylnaphthalene (8) has been sim-ilarly obtained by reaction of 7-phenyl-l-tetralone (9) with phenylmagnesium bromide followed by dehydration and dehydrogenation. The physical properties of 1, 8-diphenylnapthalene (2) are consistent with the hypothesis that this molecule exists in a ground state conformation in which the two benzene rings are parallel to one an-other and perpendicular to the plane of the naphthalene ring.