Tris- -1,3-dithiolium

The reaction of 1,2-dithiolanes with 2- and 4-picolyllithium has been examined <96PS(112)101> and the reactions of thioanhydrides such as 94 with both thiols <95JOC3964> and amines <96TL5337> have been reported. Treatment of 1,2-dithiolium salts with lithium or thallium cyclopentadienide results in formation of a variety of bi-, tri- and tetracyclic products <96LA109>. Reaction of 95 with trimethyl phosphite gives some of the desired coupling product but also the phosphonates 96 <96PS(109)557>. 

Regitz and co-workers (140,142) continued their exploration of the chemistry of mesoionic heterocycles with phosphaalkynes. Thus, 339 (R = R =Ph) reacts with tert-butyl- and mesitylphosphaacetylene to give 1,3-thiaphospholes (346). This same 2,5-diphenyl-l,3-dithiolium-4-olate reacts with 2,3,4-tri-tert-butylazete to give 347 in low yield (143). This reaction is believed to proceed via diphenylthiir-ene by loss of carbonyl sulfide from 339. 

The LB films of charge-transfer complexes of C TET-TTF, long-chain derivatives of BEDT-TTF, with F4TCNQ were fabricated to try to obtain high conductivities [67-69]. The iodine doping of the LB film yields a conductivity on the order of 10 2 S/cm, which is considered to be due to reduction of the donor. The LB films of a series of 3,4,5-(alkylthio)-l,2-dithiolium and TCNQ were also fabricated [70,71]. The binary mixed LB films were investigated for amphiphilic donors, TTF and BEDT-TTF derivatives, amphiphilic acceptors, TCNQ, and anthraquinodimethane derivatives [72]. There is an LB film based on a charge-transfer complex with... 

The reaction of 3,4,5-tris(alkylsulfanyl)-l,2-dithiolium iodides with a mixture of iodine and ammonia in aqueous acetonitrile at 20 °C gives the corresponding 4,5,6-tris(alkylsulfanyl)-1,2,3-dithiazines 1 in moderate yield.6... 

When di-isopropylcarbodi-imide was tried in place of CSa, a (2 -F 2] cycloaddition followed by a prototropic shift occurred, giving (192). All of the CSa reactions could be satisfactorily interpreted on the basis of intermediate formation of a resonance-stabilized 1,3-dithiolium carbene (193), potentially a non-benzenoid aromatic. 

The effect of varying degrees of alkyl substitution (mono-, di-, and tri-) in 1,2- and 1,3-dithiolium salts on electronic spectra, charge-transfer spectra with iodide anion as donor, and n.m.r. spectra, has been studied, and the data have been compared with the results of SCF MO calculations. ... 

Details have been given of methods for the preparation of 1,2-dithiolium tri-iodides and iodides by the action of hydrogen sulphide and iodine on 1,3-diketones, and the diacetyl disulphide method has been applied to l-acylindan-2-ones, yielding indeno-1,2-dithiolium salts (22), which can be deprotonated to indeno-1,2-dithioIes (23). A mechanistic study has been... 

A soln. of benzoylacetone in HGl-satd. benzene mixed at room temp, with disulfane in GSg, and the product isolated after 3 days as the perchlorate 3-methyl-5-phenyl-l,2-dithiolium perchlorate. Y 82%. F. e., also with tri-sulfane, H2S3, s. M. Schmidt and H. Schulz, B. 101, 277 (1968) cf. J. G.Dingwall, S. McKenzie, and D. H. Reid, Soc. (C) 1968, 2543. 

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