Benzo-Annelated Cyclic Polysulfides

Abstract

The preparation, structure, and reactivity of benzo-annelated cyclic polysulfides, which principally contain five-and seven-membered rings, are described together with the chemistry of their related compounds. The stereochemistry of benzopentathiepins and the electrochemistry of benzotrithioles are also discussed.

RCNSSS+: A novel class of stable sulfur rich radical cations

“…Syntheses of trithiols have recently been reviewed [115]. The corresponding trithiolium radical cation 21 +• can be prepared by chemical oxidation of 21 with SbCl 5 [116][117][118].…”

4,5-Dicyano-3,6-diethylbenzo-1,2-diselenete, a Highly Stable 1,2-Diselenete: Its Preparation, Structural Characterization, Calculated Molecular Orbitals, and Complexation with Tetrakis(triphenylphosphine)palladium

“…Recently, considerable attention has been focused on three or four membered dichalcogenide ring systems, due to their strained structures and high reactivities . The smallest cyclic disulfide, 1,2-dithiiran, was first isolated and reported by Ishii et al in 1994 .…”

“…Since then, many related compounds have been prepared, and studies of their structures and reactivities have accumulated. In addition, both saturated and unsaturated four membered cyclic disulfides, the 1,2-dithietanes and 1,2-dithietes, have been investigated by many organic chemists . On the basis of these studies, it is known that these ring systems are quite unstable and that 1,2-dithiete incorporates more steric strain than does 1,2-dithietane.…”

“…Although the cyclic disulfides exhibit high reactivities, several 1,2-dithietanes and 1,2-dithietes, along with their oxidized derivatives, , can be isolated in stable forms. There have also been many reports of unstable benzo-annelated 1,2-dithietes, the benzo-1,2-dithietes . To date, several examples of stable benzo-1,2-dithietes have been described, and it has been demonstrated that these compounds are stabilized either by steric protection or by fusion with the 1,2-benzoquinone skeleton.…”

Preparation, Structure Determination, and Electrochemical Properties of Bis{[1,4,8,11, 15,18,22,25‐octaethyl‐2,3,9,10,16,17,23,24‐octakis(methylthio)phthalocyaninato]titanium(IV)} Benzene‐1,2,4,5‐tetrathiolate

“…The compound constructed by the reaction of t BuPcTiO with tetrahydroxy‐ p ‐benzoquinone in a 2:1 ratio is an unsymmetric double‐decker‐type molecule. As a result of our continuing study of several cyclic oligosulfides,9 we recently reported the preparation and the electrochemical and optical properties of octakis(benzylthio)phthalocyanine ( PcSBn ), tetrakis( o ‐xylylenedithio)phthalocyanines ( PcSXyl ), and related derivatives 10. In relation to the application of phthalocyanine to new functional materials, it is significant that a Q‐band absorption lies in the near‐infrared region of the UV/Vis absorption spectrum.…”