Interactions between alkynes and methoxy or dimethylamino groups in peri-naphthalene systems

被引：23
|
作者：
Bell, PC [1 ]
Skranc, W [1 ]
Formosa, X [1 ]
O'Leary, J [1 ]
Wallis, JD [1 ]
机构：
[1] Nottingham Trent Univ, Dept Chem & Phys, Nottingham NG11 8NS, England
来源：
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 2002年 / 05期
关键词：
D O I：
10.1039/b201038k
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
引用
收藏
页码：878 / 886
页数：9
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