1,3-Dipolar cycloaddition to the FeSC fragment 20. Preparation and properties of carbonyliron complexes of di-thiooxamide. Reactivity of the mononuclear (di-thiooxamide)Fe(CO)3 towards dimethyl acetylenedicarboxylate

Siebenlist, Ron; Frühauf, Hans‐Werner; Kooijman, Huub; Veldman, Nora; Spek, Anthony L.; Fraanje, Jan

doi:10.1016/s0020-1693(01)00692-2

Cited by 12 publications

(14 citation statements)

References 84 publications

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“…[25] and similar to that of 1.335 (7) 116° [26]. The bond distances of C(13)ÀFe(4) = 2.051 (6) and C(14)ÀFe(4) = 2.129 (6) Å and the bond angles Fe(4)ÀC(13)À C(14) = 74.6 (4)°and Fe(4)ÀC(14)ÀC(13) = 68.3 (3)°indicate that the capping iron atom Fe(4) is slightly tilted towards the carbon atom C(13) which is bonded to the unique S atom.…”

Section: Resultssupporting

confidence: 77%

Fe(CO)5 promoted C–S bond activation and formation of an unusual C2S3 ligand in [{Fe2(CO)6}2(μ-C2S3)]

Mathur¹,

Boodida²,

Ji³

et al. 2009

Journal of Organometallic Chemistry

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Section: Resultssupporting

confidence: 77%

Fe(CO)5 promoted C–S bond activation and formation of an unusual C2S3 ligand in [{Fe2(CO)6}2(μ-C2S3)]

Mathur¹,

Boodida²,

Ji³

et al. 2009

Journal of Organometallic Chemistry

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“…These monomeric intermediates react further with Fe 2 (CO) 9 to form, depending on the substituents, three types of diiron hexacarbonyl complexes, often in high yield (Scheme 25). 271 …”

Section: Synthesis Of Diiron(i) Dithiolato Carbonyls From Iron(0) mentioning

confidence: 99%

“…One of the products, confirmed by X-ray crystallography, is Fe 2 [ μ -S 2 C 2 (O)(P-(NMe 2 ) 3 )](CO) 6 , 273 which is related to the diiron dithiooxamide species shown above. 271 N -Sulfinylphenylhydrazine (PhNHNSO) is degraded by Fe 2 (CO) 9 to give traces of Fe 2 ( μ -SPh) 2 (CO) 6 . 274 …”

Section: Synthesis Of Diiron(i) Dithiolato Carbonyls From Iron(0) mentioning

confidence: 99%

Synthesis of Diiron(I) Dithiolato Carbonyl Complexes

2016

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Virtually all organosulfur compounds react with Fe(0) carbonyls to give the title complexes. These reactions are reviewed in light of major advances over the past few decades, spurred by interest in Fe2(μ-SR)2(CO)x centers at the active sites of the [FeFe]-hydrogenase enzymes. The most useful synthetic route to Fe2(μ-SR)2(CO)6 involves the reaction of thiols with Fe2(CO)9 and Fe3(CO)12. Such reactions can proceed via mono-, di-, and triiron intermediates. The reactivity of Fe(0) carbonyls toward thiols is highly chemoselective, and the resulting dithiolato complexes are fairly rugged. Thus, many complexes tolerate further synthetic elaboration directed at the organic substituents. A second major route involves alkylation of Fe2(μ-S2)(CO)6, Fe2(μ-SH)2(CO)6, and Li2Fe2(μ-S)2(CO)6. This approach is especially useful for azadithiolates Fe2[(μ-SCH2)2NR](CO)6. Elaborate complexes arise via addition of the FeSH group to electrophilic alkenes, alkynes, and carbonyls. Although the first example of Fe2(μ-SR)2(CO)6 was prepared from ferrous reagents, ferrous compounds are infrequently used, although the Fe(II)(SR)2 + Fe(0) condensation reaction is promising. Almost invariably low-yielding, the reaction of Fe3(CO)12, S8, and a variety of unsaturated substrates results in C–H activation, affording otherwise inaccessible derivatives. Thiones and related C═S-containing reagents are highly reactive toward Fe(0), often giving complexes derived from substituted methanedithiolates and C–H activation.

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“…In transition metal chemistry, the compounds most closely related to 3 are Fru¨hauf's products of 1,3 dipolar additions across M-XQC bonds (X = O, S, N). [19][20][21][22][23][24][25] In main group chemistry, the reversible addition of alkynes to dinuclear gallium complexes of a chelating diamide provides a recent analogue. 26 However, what makes 3 unique is the apparent retention of its metal-metal multiple bond.…”

mentioning

confidence: 99%

Reactions of a quintuply bonded chromium dimer with alkynes

et al. 2011

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Quintuply bonded [(H)L(iPr)Cr](2) reacts with alkynes RC≡CR (R = Me, Et, Ph, CF(3)) to form exclusively 1 : 1 adducts [(H)L(iPr)Cr](2)(RCCR). All products feature relatively short Cr-Cr distances (1.919-1.962 Å) and elongated C-C bonds (1.315-1.436 Å), consistent with [2+2] cycloaddition reactions. The hydrocarbon adducts are 4-membered metallacycles, the bridging alkynes of which are progressively skewed with respect to the Cr-Cr axis. In contrast, perfluoroalkyne adds across the metal ligand moiety.

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1,3-Dipolar cycloaddition to the FeSC fragment 20. Preparation and properties of carbonyliron complexes of di-thiooxamide. Reactivity of the mononuclear (di-thiooxamide)Fe(CO)3 towards dimethyl acetylenedicarboxylate

Cited by 12 publications

References 84 publications

Fe(CO)5 promoted C–S bond activation and formation of an unusual C2S3 ligand in [{Fe2(CO)6}2(μ-C2S3)]

Fe(CO)5 promoted C–S bond activation and formation of an unusual C2S3 ligand in [{Fe2(CO)6}2(μ-C2S3)]

Synthesis of Diiron(I) Dithiolato Carbonyl Complexes

Reactions of a quintuply bonded chromium dimer with alkynes

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