Abstract
In the title compound, C27H17ClO, the xanthene fused-ring system adopts a shallow butterfly conformation [dihedral angle between the two halves of the ring system = 22.9 (1)°. The dihedral angle between the central heteroyclic ring and the pendant chlorophenyl group is 87.60 (8)°. In the crystal, molecules are linked by weak C—H...π interactions.
Highlights
The xanthene fused-ring building unit occurs in many natural alkaloids (Boente et al, 1986; de la Fuente & Domınguez, 2007) and other biologically active compounds (Niu et al, 2012)
The present study of the title compound is a part of our work on the rapid synthesis of substituted dibenzo[a,j]xanthene derivatives as potential optical materials
The title compound was synthesized by microwave irradiation of a mixture of 4-chlorobenzaldehyde (0.5 mmol) and 2-naphthol (1.0 mmol) in the presence of iodine (8 mol%) as cyclizing agent
Summary
The xanthene fused-ring building unit occurs in many natural alkaloids (Boente et al, 1986; de la Fuente & Domınguez, 2007) and other biologically active compounds (Niu et al, 2012). In the arena of materials, dibenzo[a,j]xanthene derivatives have been reported to be promising hole-transporting materials for organic optoelectronic devices (Martins et al, 2017). The present study of the title compound is a part of our work on the rapid synthesis of substituted dibenzo[a,j]xanthene derivatives as potential optical materials. The molecules are linked by weak C— HÁ Á Á interaction and C—HÁ Á ÁCl hydrogen bonds (Table 1 and Fig. 2d)
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