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In‐situ Formation of a Dinuclear Al(III) Complex in Friedel‐Crafts Sulfoxidation of 2‐Naphthol with Thionyl Chloride
Author(s) -
Bikas Rahman,
Noshiranzadeh Nader,
Khodaei Mina,
Ślepokura Katarzyna,
Lis Tadeusz
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201900321
Subject(s) - chemistry , triclinic crystal system , intramolecular force , thionyl chloride , hydrogen bond , crystallography , crystal structure , chloride , ligand (biochemistry) , octahedron , bridging ligand , catalysis , ion , stereochemistry , molecule , organic chemistry , biochemistry , receptor
A new dinuclear Al(III) complex has been prepared by in situ Friedel‐Crafts sulfoxidation of 2‐naphthol with thionyl chloride (SOCl 2 ) and AlCl 3 as catalyst. The product was characterized by elemental analysis, spectroscopic methods and single crystal X‐ray analysis. X‐ray diffraction indicated that the product is a centrosymmetric dinuclear Al(III) complex, [Al(bn)( μ −OCH 3 )(CH 3 OH)] 2 ( 1 ), where bn 2− is a O 3 ‐donor 1,1′‐sulfonylbis(naphtholate) ligand obtained by in situ reaction of materials. The coordination environment around the Al(III) ions is distorted octahedral (AlO 6 ) and the Al(III) ions are connected together by methoxy bridging ligands. Complex 1 crystallizes in triclinic system and Al(III) ⋅⋅⋅ Al(III) separation is 2.886(2) Å. The dimeric structure is stabilized by two intramolecular O−H⋅⋅⋅O hydrogen bonds, while the intermolecular interactions are provided by C–H⋅⋅⋅ π and π – π contacts.