The direct electrochemical synthesis of tin(II) derivatives of aromatic 1,2-diols, and a study of their oxidative addition reactions

The direct electrochemical synthesis of some metal derivatives of 3-hydroxy-2-methyl-4-pyrone

“…The correct assignment of the The oxidation of Sn(03C6H5)2 As reported in the Experimental section, SnL2 is readily oxidized by iodine to Sn12L2. This reaction, which is clearly similar to that recently reported for a number of tin(l1) derivatives of aromatic 1 ,2-diols (22), causes only minor quantitative changes in the nmr or infrared spectra (see Tables 6 and 7). Following this work, and other studies in this laboratory of the oxidation of tin(I1) compounds by ortho-quinones (23,24), we also established that the reaction (Q = C14C8602-o, t-Bu2H2C602-0; cat2-= corresponding 1,2-diolate dianion) occurs smoothly to give six-coordinate tin(1V) compounds with Sn06 kernels.…”

“…The electrochemical procedures were essentially those described in earlier papers (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11). The electrochemical cell was a 100 mL round-bottomed flask with a Schlenk arm containing the solution phase; the sacrificial metal electrode suspended by a platinum wire through the rubber septum was the anode of the cell and a second platinum wire similarly supported was the cathode.…”

“…A number of papers from this laboratory have demonstrated that the method of direct electrochemical synthesis is a simple, efficient one-step route to the preparation of a wide range of metal complexes, including metal thiolates (1)(2)(3)(4)(5), diphenylphosphides (6), carboxylates (7), catecholates (8,9), and dipyridylamides (10). The method consists simply in the reduction of the selected substrate at an inert platinum cathode in a non-aqueous solution, followed by the oxidation of a sacrificial metal anode.…”

The direct electrochemical synthesis of d10 metal ion derivatives of some anionic bidentate oxygen donors

“…The present work was prompted by these last studies, which showed that under the conditions of the electrochemical , experiment, the product tends to be in a low oxidation state, so that for example with catechol or other aromatic 1,2-diols, tin , gave s~" ( o~R ) derivatives (9), and with indium, the products , were the unusual I~'[OR(OH)] derivatives (10). It therefore seemed appropriate to study compounds containing adjacent -OH and -OR groups, in the hope that these would also form I chelate complexes of metals in unusual oxidation states.…”

“…The method of direct electrochemical synthesis developed in this laboratory consists in oxidizing a sacrificial metallic anode ' including metal thiolates (1 -4), metal acetylides (5), metal diethyldithiophosphates ( 6 ) , metal dialkyldithiocarbamates (6), I metal diphenylphosphides (7), and metal catecholates (8)(9)(10).…”