μ-Benzylidenbis(pentacarbonylwolfram)-Komplexe: Thermolyse und Reaktionen mit Alkinen

Fischer, Helmut; Schmid, Johann; Riede, Jürgen

doi:10.1016/0022-328x(88)89024-7

Cited by 8 publications

(3 citation statements)

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“…The W(1) Ã/W(2) bond in 6 (3.193(2) Å ) compares well with that in other (CO) 9 W 2 L complexes {e.g. 3.119(1) Å (L 0/C(H)C 6 H 4 OMe [12]), 3.119(1) Å (L 0/CH Ã/C(Ph) Ä/ C(H)Ph [13]), and 3.189(1) Å (L 0/CH Ã/CH Ä/CMe 2 [14])}. The two carbonyl ligands C(3) Ã/O(3) and C(22) Ã/O(22) are located in the plane of the dimetallacycle formed by the atoms W(1), W 2, and C (6).…”

Section: Resultssupporting

confidence: 72%

Mono- and binuclear 3-amino cyclobuten-2-one complexes of tungsten—facile migration of pentacarbonylmetal fragments in carbene complexes

Fuss

Weibert

Fischer

2003

Journal of Organometallic Chemistry

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Reaction of [(CO) 5 W Ä/C(NMe 2) Ã/C Å/CH] (1a) with n-BuLi and [M(CO) 6 ] (M0/W, Cr, Mo) in THF and chromatography on silica affords the 3-dimethylamino cyclobuten-2-on-1-ylidene tungsten complex [(CO) 5 W Ä/ / ae C ÃCH ÄC(NMe 2) ÃC /(Ä/O)] (2). Complex 2 is also isolated, after chromatography, from the reaction of [(CO) 5 M Ä/C(NMe 2) Ã/C Å/CH] (M 0/Cr [1b], Mo [1c]) with n-BuLi and [W(CO) 6 ] in THF. These results demonstrate the facile migration of carbonylmetal fragments along a carbon chain. When 1a is sequentially treated with n-BuLi, [W(CO) 6 ], and water in Et 2 O Á/THF (5:1) a binuclear nonacarbonyl m-3-dimethylaminocyclobuten-2-on-1-ylidene complex [(CO) 5 W{ m-/ ae CÃCH ÄC(NMe 2)ÃC /(Ä/O)}W(CO) 4 ] (6) is produced. In solution 6 decomposes to give 2. The structures of the complexes 2 and 6 were established by X-ray structure analyses.

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Section: Resultssupporting

confidence: 72%

Mono- and binuclear 3-amino cyclobuten-2-one complexes of tungsten—facile migration of pentacarbonylmetal fragments in carbene complexes

Fuss

Weibert

Fischer

2003

Journal of Organometallic Chemistry

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“…In the 1 H spectrum, the signals related to the phenyl moieties fall in the range 8.32–7.74 ppm, including the proton bound to the carbon involved in metal coordination; in a variety of dinuclear compounds comprising a μ–η 1 :η 3 -phenyl-alkylidene, such proton has been reported to resonate in a wide range (7.3–1.1 ppm) of chemical shifts. 54–60…”

Section: Resultsmentioning

confidence: 99%

“…In the 1 H spectrum, the signals related to the phenyl moieties fall in the range 8.32-7.74 ppm, including the proton bound to the carbon involved in metal coordination; in a variety of dinuclear compounds comprising a μ-η 1 :η 3 -phenyl-alkylidene, such proton has been reported to resonate in a wide range (7.3-1.1 ppm) of chemical shifts. [54][55][56][57][58][59][60] Salient 13 C signals are those related to the terminal carbonyl ligands (216.2 and 203.0 ppm), the bridging alkylidene carbon (174.8 ppm) and the other members of the metallacy-clopentene ring, which were found at 74.2 (CHPh), 105.0 and 126.2 ppm (CvC).…”

Section: Papermentioning

confidence: 99%

Alkyne–alkenyl coupling at a diruthenium complex

et al. 2022

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The Synthesis of Phenols and Quinones viaFischer Carbene Complexes

Waters

Wulff

2008

Organic Reactions

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Fischer carbene complexes can be broadly defined as those transition‐metal carbene complexes that have a low oxidation state, have an electrophilic carbene carbon , and usually have a heteroatom‐stabilizing substituent on the carbene carbon. Fischer complexes were the first examples of any type of transition metal carbene complexes to be reported. The reaction of Fischer carbene complexes with alkynes is facile, occurring just above ambient temperature, and resulting in the assembly of a benzene ring from the three carbons of the alpha, beta‐unsaturated carbine complex, the two carbons of the alkyne, and the carbon of a carbon monoxide ligand. The synthetic value of this reaction stems from its broad scope, the generally high yields for the process, and the fact that that the products can function as intermediates for the synthesis of a variety of aromatic compounds including para ‐quinones. It is the most synthetically valuable of the large number of Fischer carbene complexes that have been developed for applications in synthetic organic chemistry. This chapter is the first comprehensive review that is limited to the synthesis of phenols and quinones from the reactions of Fischer carbene complexes with alkynes.

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μ-Benzylidenbis(pentacarbonylwolfram)-Komplexe: Thermolyse und Reaktionen mit Alkinen

Cited by 8 publications

References 15 publications

Mono- and binuclear 3-amino cyclobuten-2-one complexes of tungsten—facile migration of pentacarbonylmetal fragments in carbene complexes

Mono- and binuclear 3-amino cyclobuten-2-one complexes of tungsten—facile migration of pentacarbonylmetal fragments in carbene complexes

Alkyne–alkenyl coupling at a diruthenium complex

The Synthesis of Phenols and Quinones viaFischer Carbene Complexes

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