(+)-(S)-N-[(1-Benzothiophen-2-yl)methylidene]-1-(naphthalen-1-yl)ethylamine (original) (raw)
2013, Acta Crystallographica Section E Structure Reports Online
AI-generated Abstract
The title compound, (+)-(S)-N-[(1-Benzothiophen-2-yl)methylidene]-1-(naphthalen-1-yl)ethylamine, features a C=N double bond in the E configuration, with crystal structures stabilized by C-H...π interactions. Synthesized via a solvent-free approach which enhances reaction efficiency and reduces environmental impact, this Schiff base demonstrates potential applications in organic synthesis and metal ion complexation, aligning with the growing interest in sustainable chemical processes.
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( S )-(+)-1-(1-Naphthyl)-1-(2-thienylmethylene)ethylamine
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Crystal structure of 3-[4-(1-methyl-eth-yl)phen-yl]-1-(naphthalen-2-yl)prop-2-en-1-one
Acta Crystallographica Section E Structure Reports Online, 2014
The title compound, C 22 H 20 O, was synthesized by reacting 4isopropylbenzaldehyde with 2-acetonaphtone by aldolic condensation under Claisen-Schmidt conditions. The molecule consists of a naphthalene group and a benzene ring with a pendant isopropyl moiety, both rings bound by a propenone linker. The naphthalene ring system is almost planar [maximum deviation from the least-squares plane = 0.026 (10) Å ] and subtends a dihedral angle of 52.31 (4) with the benzene ring. The propenone linker, in turn, deviates slightly more from planarity [maximum deviation = 0.125 (18) Å ] and has its least-squares plane oriented midway the former two, at 25.62 (6) and 28.02 (5) from the naphthalene ring system and the benzene ring, respectively. Finally, the isopropyl group presents its CC 2 plane almost perpendicular to the benzene ring, at 85.30 (4). No significant hydrogen bonding orstacking interactions are found in the crystal structure.
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