Interactions between alkynes and methoxy or dimethylamino groups in peri-naphthalene systems
Interactions between alkynes and methoxy or dimethylamino groups in peri-naphthalene systems
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DOI：
10.1039/b201038k
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发表时间：
2002-01-01
期刊：
影响因子：
--
通讯作者：
Wallis, JD
中科院分区：
文献类型：
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作者：
Bell, PC;Skranc, W;Wallis, JD
X-射线研究了一系列在炔末端具有不同官能团的1-乙炔基-8-甲氧基萘，表明1，5 MeO... spC接触距离（2.593-2.663埃），尽管不同的通过键电子吸引力的终端取代基。当炔的活化基团是羧酸酯时，用二甲氨基取代甲氧基导致化学反应。1.5 N…二甲基氨基和三苯甲硅烷基乙炔基团之间的spC相互作用具有1，5 Me 2N. spC接触距离ca. 0.12埃长于相应的甲氧基的情况下，主要是空间相互作用的指示。
X-Ray studies of a series of 1-ethynyl-8-methoxynaphthalenes with varying functional groups at the alkyne terminus show only small changes in the 1,5 MeO...spC contact distances (2.593-2.663 Angstrom) despite the different through-bond electron-attracting powers of the terminal substituents. Replacement of methoxy with dimethylamino led to a chemical reaction when the alkyne's activating group was a carboxylic ester. The 1,5 N...spC interaction between a dimethylamino group and a triphenylsilylethyne group has a 1,5 Me2N ... spC contact distance ca. 0.12 Angstrom longer than for the corresponding methoxy case, indicative of a primarily steric interaction.