Synthesis and characterization of novel benzo[d][1,3]dioxole substituted organo selenium compounds: X-ray structure of 1-((benzo[d][1,3]dioxol-5-yl)methyl)-2-((benzo[d] [1,3]dioxol-6-yl)methyl)diselane

Abstract

An expeditious synthesis of novel organoselenium compounds (2–5) incorporating benzo[d] [1,3]dioxole subunit has been reported. All these newly synthesized compounds have been characterized by elemental analysis and various spectroscopic techniques viz., multinuclear NMR (1H, 13C and 77Se), IR and mass spectrometry. Furthermore, single crystal X-ray crystallographic results and molecular geometry of 1-((benzo[d][1,3]dioxol-5-yl)methyl)-2-((benzo[d][1,3]dioxol-6-yl)methyl)diselane (2) are reported. Thermal decomposition behavior of compound (2) was studied by thermogravimetric analysis. A direct and concise method is reported to furnish novel benzo[d][1,3]dioxole incorporated diselenide using stable and readily available starting material. 1-((benzo[d][1,3]dioxol-5-yl)methyl)-2-((benzo[d][1,3]dioxol-6-yl)methyl)diselane, thus synthesized was transformed into various synthetically important unsymmetrical monoselenides by cleavage of Se–Se bond with sodium borohydride or rongalite.