Synthesis, Crystal Structure and Spectroscopic Study of (E)-2-methoxy-4-((1-phenylethylimino)methyl)phenol
Bocar Traoré *
Department of Chemistry, University Cheikh Anta Diop, Dakar, 10700, Sénégal.
Grégory Excoffier
Aix-Marseille Université, CNRS, Centrale Marseille, FSCM, Spectropole, Marseille, France.
Alioune Fall
Department of Chemistry, University Cheikh Anta Diop, Dakar, 10700, Sénégal.
Ibrahima Elhadj Thiam
Department of Chemistry, University Cheikh Anta Diop, Dakar, 10700, Sénégal.
Mamadou Sidibé
Department of Chemistry, University Cheikh Anta Diop, Dakar, 10700, Sénégal.
Ousmane Diouf
Department of Chemistry, University Cheikh Anta Diop, Dakar, 10700, Sénégal.
Mohamed Gaye
Department of Chemistry, University Cheikh Anta Diop, Dakar, 10700, Sénégal.
*Author to whom correspondence should be addressed.
Abstract
A new unsymmetrical ligand (E)-2-methoxy-4-((1-phenylethylimino)methyl)phenol C16N17NO2 (I), was synthetized by one-step condensation reaction. The structure of this new compound was confirmed by elemental analysis, FT-IR, UV-Visible and 1H and 13C NMR spectroscopy techniques. The compound (I) crystallizes in the orthorhombic space group P212121 with the following unit cell parameters a = 11.7570 (6) Å, b = 10.0711 (6) Å, c = 23.4478(13) Å, V = 2776.4(3) Å3, Z = 4, R1 = 0.045 and wR2 = 0.125. The title compound crystallizes with two enantiomers (A and B) in the asymmetric unit which are both in E-stereoisomers. In the crystal structure of the racemic compound, the most noticeable difference between these two molecules is the dihedral angle values between the phenyl rings: 61.61 (1)° and 60.96(1)°.
Keywords: 4-hydroxy-3-methoxybenzaldehyde, 1-phenylethanamine, NMR, UV-Visible, X-ray