Twofold bridged sulfone-substituted Dewar–Benzenes: new ways to twofold bridged prismanes

Alkynes Between Main Group Elements: From Dumbbells via Rods to Squares and Tubes

“…Pericàs and co-workers found a procedure yielding quantitatively the desired product 382 by oxidizing bis( t -butylthio)acetylene ( 381 ) with m CPBA in chloroform (Scheme ) . Bis( t -butylsulfonyl)acetylene, the structural properties of which could even be elucidated by X-ray analysis, was widely used as a highly reactive dienophile in Diels−Alder reactions ,− and as alkyne component in highly electrophilic CpCo(monoalkyne) complexes. − Also bis(arylsulfonyl)acetylenes 385 and 386 were synthesized; however, a neutral oxidizing agent, such as dimethyldioxirane (DMDO), was necessary to achieve high yields (Scheme ); the corresponding products 385 and 386 could not be isolated without decomposition …”

Copper-Catalyzed Decarboxylative Disulfonylation of Alkynyl Carboxylic Acids with Sulfinic Acids

“…In light of their importance, the development of an efficient approach to 1,2-disulfonylethenes is of considerable interest. Generally, the preparation of 1,2-disulfonylethenes relies on several classic methods, the oxidation of 1,2-dithioethenes or 1-thio-2-sulfonylethenes, the condensation of 1-sulfonyl-2,2-dichloroethanes with sodium sulfonates, the nucleophilic substitution of alkenyliodonium salts with sodium sulfonates, and cycloaddition or Michael-type addition of bis­(sulfonyl)­acetylene . However, these approaches always involve complex substrates and/or multiple synthetic steps.…”

Bis(tert-butylsulfonyl)ethyne and 1-tert-butylsulfinyl-2-tert-butylsulfonylethyne

“…The high reactivity of bis(tert-butylsulfonyl)ethyne, (I), as a dienophile in Diels±Alder reactions has been demonstrated in several reports (Riera et al, 1990;Virgili et al, 1991;Gleiter & Ohlbach, 1994;Gleiter et al, 1996). Compound (I) is the only known stable ethyne substituted by two sulfonyl groups, whereas bis(arylsulfonyl)ethynes are reported as unstable at room temperature (Pasquato et al, 1991).…”