Sulfinyl-controlled formation of diastereoisomerically pure tricarbonyl(oxadiene)iron(0) complexes and a diastereoisomerically pure tetracarbonyl(alkene)iron(0) complex

Sulfoxide Carbon−Sulfur Bond Activation

“…However, indirect evidence for transition metal insertion into the carbon-sulfur bond of sulfoxides is found in the sulfinylzincation reactions of alkynoates (eq 1) 3 and the conversion of phenylsulfinyl ethene and Fe 2 (CO) 9 to [Fe 2 (µ-CHdCH 2 )(µ-SPh)(CO) 6 ] (eq 2). 4 We previously reported that (η 5 -C 5 H 5 )Co(PPh 3 ) 2 (1) undergoes reaction with alkynyl sulfone 2-Ph at room temperature to give the η 2 -alkyne complex 3-Ph in 75-80% yield (Scheme 1). 5 There was no evidence for conversion of either 3-Ph or 3-Tol to a cobaltosulfone complex (e.g., 4).…”

“…Despite the existence of numerous metal−sulfoxide complexes, carbon−sulfur bond activation has not previously been directly observed for sulfoxides. However, indirect evidence for transition metal insertion into the carbon−sulfur bond of sulfoxides is found in the sulfinylzincation reactions of alkynoates (eq 1) 3 and the conversion of phenylsulfinyl ethene and Fe 2 (CO) 9 to [Fe 2 (μ-CHCH 2 )(μ-SPh)(CO) 6 ] (eq 2) …”

β-Trifluoroacetylvinyl phenyl sulfoxide—synthesis, Diels–Alder reaction and computational study

“…At the present time many methods for the oxidation of acyl substituted vinyl sulfides to the corresponding sulfoxides are available in the literature. [5][6][7][8][9][10][11] In recent work 12 we have prepared some trifluoroacetylvinyl sulfones by oxidation of the readily available sulfides. We have found that these alkenes are very reactive electrophiles, 13,14 and dienophiles.…”

Enantiopure η4-(1-Sulfinyldiene)Iron(0) Tricarbonyl Complexes as Templates for Carbocycle Construction via Ring-Closing Metathesis

“…While the use of enantiomerically pure sulfoxides to dictate the absolute stereochemistry of incipient chiral centers is a well-established strategy for asymmetric synthesis, there are few approaches which utilize organotransition metal chemistry in any of the key asymmetric bond-forming events .…”