Substitution and S-alkylation reactions of thiocarbonyl-bridged Cp2Fe2(CO)3CS

Quick, Michael H.; Angelici, Robert J.

doi:10.1021/ic50218a033

Cited by 43 publications

(25 citation statements)

References 2 publications

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“…The bonding parameters of 5a closely resembles the ones described for 3a and, therefore, this molecule can also be described as a bridging allylidene diiron complex. The hydrogen atoms H (13) and H (14) are in mutual cis position, whereas H (14) and H (15) are trans, as found in 3a.…”

Section: Resultsmentioning

confidence: 65%

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C–C bond formation through olefin–thiocarbyne coupling in diiron complexes

Busetto¹,

Marchetti²,

Salmi³

et al. 2007

Journal of Organometallic Chemistry

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The bridging diiron thiocarbyne complex [Fe 2 {l-CS(Me)}(l-CO)(CO) 2 (Cp) 2 ][SO 3 CF 3 ] (1) reacts with activated olefins (methyl acrylate, acrylonitrile, styrene, diethyl maleate), in the presence of Me 3 NO and NaH, to give the corresponding l-allylidene complexes [Fe 2 {l-g 1 :The coupling reaction of olefin with thiocarbyne is regio-and stereospecific, leading to the formation of only one isomer. C-C bond formation occurs between the less substituted alkene carbon and the thiocarbyne. Moreover, olefinic hydrogens of the bridging ligands are mutually trans.The reactions of 3a-b with MeSO 3 CF 3 result, selectively, in the formation of the cationic l-sulphonium allylidene complexes [Fe 2 {l-g 1 :g 3 -C a (SMe 2 )C b (H)C c (H)(R)}(l-CO)(CO)(Cp) 2 ][SO 3 CF 3 ] (R = CO 2 Me, 4a; R = CN, 4b). Compound 4a undergoes displacement of the SMe 2 group by nucleophiles such as NaBH 4 , NBu 4 CN and NaOMe, affording the complexes [Fe 2 {l-g 1 :g 3 -C a (R)C b (H)C c (H)(CO 2-Me)}(l-CO)(CO)(Cp) 2 ] (R = H, 5a; R = CN, 5b; R = OMe, 5c), respectively. The molecular structures of 3a and 5a have been determined by X-ray diffraction studies.

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Section: Resultsmentioning

confidence: 65%

“…It is noteworthy that the two hydrogen atoms within the ligand, i.e. H (14) and H (15), are in mutually trans position.…”

Section: Resultsmentioning

confidence: 99%

C–C bond formation through olefin–thiocarbyne coupling in diiron complexes

Busetto¹,

Marchetti²,

Salmi³

et al. 2007

Journal of Organometallic Chemistry

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“…[Fe 2 (CO) 4 (Cp) 2 ] was purchased from Strem and used as received. Compounds 1a, 1b [12a] , 1c [24] and 2 [25] were prepared by published methods. perature with a Bruker AXS SMART 2000 CCD diffractometer using Mo-K α radiation.…”

Section: Methodsmentioning

confidence: 99%

Coupling of Allenes with μ‐Alkylidyne Ligands in Diiron Complexes: Synthesis of Novel Bridging Thio‐ and Aminobutadienylidene Complexes

et al. 2008

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“…Several years ago our attention was directed to related diiron complexes characterized by the presence of heteroatom substituted bridging carbyne ligands: the thiocarbyne [Fe 2 (l-CSMe)(l-CO)(CO) 2 (Cp) 2 ][SO 3 CF 3 ] (1) [14] and aminocarbyne [Fe 2 {l-CN(Me)R}(l-CO)-(CO) 2 (Cp) 2 ][SO 3 CF 3 ] (R = Me, CH 2 Ph, Xyl) (2) [15]. Our aim was to find methods for generating Fischer type bridging thio-and amino-carbene complexes and to study their chemistry.…”

Section: Synthesis From Bridging Carbyne Complexesmentioning

confidence: 99%