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首页> 外文期刊>Acta Crystallographica, Section B. Structural Science >Nucleophile-electrophile interactions in 1,8-disubstituted naphthalenes: Structures of three 1-naphthaldehydes and a 1-naphthyl methyl ketone
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Nucleophile-electrophile interactions in 1,8-disubstituted naphthalenes: Structures of three 1-naphthaldehydes and a 1-naphthyl methyl ketone

机译：1,8-二取代萘中的亲核亲电子相互作用：三个1-萘醛和1-萘甲基酮的结构

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4,8-Dimethoxy-5-(tosyloxy)-1-naphthaldehyde (1) and 8-methoxy-5-(tosyloxy)-1-naphthaldehyde (2) crystallize such that the formyl groups approach coplanarity with the naphthalene rings. 4',8'-Dimethoxy-5'-(tosyloxy)-1'-acetonaphthone (4), however, crystallizes such that the acetyl group approaches orthogonality to the naphthalene ring. In all three compounds the methoxy group and carbonyl groups exhibit a leaning effect typical of nucleophile-electrophile interactions in 1,8-disubstituted naphthalenes. 8-(Benzoyloxy)-4-methoxy-1-naphthaldehyde (3) crystallizes with the formyl group nearly coplanar to the naphthalene ring and does not exhibit the leaning effect. It is suggested that these structural differences are largely due to differences in the steric requirements of formyl and acetyl groups. [References: 49]
机译：4,8-二甲氧基-5-（甲苯磺酰氧基）-1-萘醛（1）和8-甲氧基-5-（甲苯磺酰氧基）-1-萘醛（2）结晶，使得甲酰基与萘环接近共面。然而，4'，8'-二甲氧基-5'-（甲苯磺酰氧基）-1'-乙酰萘酮（4）结晶使得乙酰基与萘环接近正交。在所有三种化合物中，甲氧基和羰基均表现出在1,8-二取代的萘中典型的亲核体-亲电子体相互作用的倾斜效应。 8-（苯甲酰氧基）-4-甲氧基-1-萘甲醛（3）结晶时，甲酰基与萘环几乎共面，并且不表现出倾斜作用。建议这些结构差异主要是由于甲酰基和乙酰基的空间要求不同。 [参考：49]

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