Metallacyclohexadiene and Metallabenzene Chemistry. Part 18. Synthesis, Structure, Spectroscopy, and Reactivity of a Neutral Iridathiabenzene was written by Bleeke, John R.;Hinkle, Paul V.;Shokeen, Monica;Rath, Nigam P.. And the article was included in Organometallics in 2004.Formula: C4H9NaS This article mentions the following:
Treatment of the cationic iridathiabenzene [cyclic][CH:C(Me)C(Me):CHS:Ir(PEt3)3]+BF4– (3) with Na tert-butylthiolate gives a stable neutral iridathiabenzene, [cyclic]CH:C(Me)C(Me):CHS:Ir(PEt3)2(S-tert-Bu) (4). Compound 4 exists in solution as an equilibrating mixture of two square pyramidal isomers, cis 4a and trans 4b. When 4 is cooled to -30° in MeCN, it precipitates as an MeCN adduct, [cyclic]CH:C(Me)C(Me):CHSIr(PEt3)2(S-tert-Bu)(NCMe) (6), featuring an iridathiacyclohexa-1,3-diene ring system. Compound 6 reverts back to 4 upon redissolving and warming to room temperature Treatment of 4 (or 6) with excess PMe3 results in addition of PMe3 to the Ir center and replacement of the bulky PEt3 ligands with PMe3‘s, producing [cyclic]CH:C(Me)C(Me):CHSIr(PMe3)3(S-tert-Bu) (7) as a mixture of equilibrating isomers, cis 7a and trans 7b. Compound 7, like 6, includes a nonaromatic iridathiacyclohexa-1,3-diene ring. When 4 in MeCN solvent (or 6) is reacted with trifluoromethanesulfonic acid, protonation occurs at the thiolate S, causing loss of thiol. The resulting cationic fragment dimerizes to produce [cyclic]{[CH:C(Me)C(Me):CHSIr(PEt3)2(NCMe)]2}2+(O3SCF3–)2 (8), in which the two Ir centers are bridged by the two ring sulfurs. Finally, treatment of 4 (or 6) with [(η5-C5Me5)Ru(NCMe)3]+O3SCF3– gave the sandwich compound [cyclic]{η5-[CH:C(Me)C(Me):CHSIr(PEt3)2(S-tert-Bu)]Ru(η5-C5Me5)}+O3SCF3– (9), which exists in solution as an equilibrating mixture of isomers, cis 9a and trans 9b. Compounds 4a, 7a, 8, and 9a were structurally characterized by x-ray diffraction. In the experiment, the researchers used many compounds, for example, Sodium 2-methyl-2-propanethiolate (cas: 29364-29-2Formula: C4H9NaS).
Sodium 2-methyl-2-propanethiolate (cas: 29364-29-2) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Formula: C4H9NaS
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Alcohols – Chemistry LibreTexts