Ring-opening reactions of spiro[2.4]hepta-4,6-diene and spiro[4.4]nona-1,3-diene induced by tungsten(0) carbonyls

Eilbracht, Peter; Dahler, Peter

doi:10.1016/s0022-328x(00)89724-7

Cited by 22 publications

(3 citation statements)

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“…[ M o ( q-C5H4CH2CH2SPh) (q-C5H4CH2CH2SPh) CI] PF6. Complex (2) reacts with dimethy lamine to give [ Mo(q-C5H4CH2CH2NMe2) (q-C5H4CH2CH2NMe,H) H I [ PF6I2.…”

Section: Can Be Exchanged With the Sph Radical To Give [ M O ( ~-C ~H...mentioning

confidence: 99%

“…The yield was 10-12 g, 35-43 mmol, 50--60%. (2). --Iodine (5.4 g, 21.3 mmol) in thf (50 cm3) was added to (1) (3.0 g, 10.7 mmol) in thf (50 cm3).…”

Section: Spiro[24]hepta-46-diene-a Modification Of the Published Meth...mentioning

confidence: 99%

“…Complex (2) Although there is an extensive and interesting chemistry of bent bis(q-cyclopentadienyl) derivatives of the transition metals there have been relatively few studies of compounds in this class where there are reactive functionalities attached to the q-cyclopentadienyl rings. The main reason for this lies in the choice of a suitable synthetic route since the common methods of synthesis of bis(q-cyclopentadienyl) derivatives require conditions where the presence of a reactive functional group, for example one attached to a substituted cyclopentadienide anion, would interfere with the reaction.…”

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confidence: 99%

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Bis(η-cyclopentadienyl)molybdenum chemistry: synthesis and reactions of ring-functionalised compounds

Baretta¹,

Chong²,

Cloke³

et al. 1983

J. Chem. Soc., Dalton Trans.

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“…[ M o ( q-C5H4CH2CH2SPh) (q-C5H4CH2CH2SPh) CI] PF6. Complex (2) reacts with dimethy lamine to give [ Mo(q-C5H4CH2CH2NMe2) (q-C5H4CH2CH2NMe,H) H I [ PF6I2.…”

Section: Can Be Exchanged With the Sph Radical To Give [ M O ( ~-C ~H...mentioning

confidence: 99%

“…The yield was 10-12 g, 35-43 mmol, 50--60%. (2). --Iodine (5.4 g, 21.3 mmol) in thf (50 cm3) was added to (1) (3.0 g, 10.7 mmol) in thf (50 cm3).…”

Section: Spiro[24]hepta-46-diene-a Modification Of the Published Meth...mentioning

confidence: 99%

mentioning

confidence: 99%

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Bis(η-cyclopentadienyl)molybdenum chemistry: synthesis and reactions of ring-functionalised compounds

Baretta¹,

Chong²,

Cloke³

et al. 1983

J. Chem. Soc., Dalton Trans.

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Stable and Catalytically Highly Active ansa Compounds with Cycloalkyl Moieties as Bridging Units

2009

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The complexes Mo{η5‐C5H4[CH(CH2)3]‐η1‐CH}(CO)3 (2a) and W{η5‐C5H4[CH(CH2)3]‐η1‐CH}CO)3 (2b) were synthesized by reacting spiro[4.2]bicyclo[4.1]deca‐6,8‐diene (1) with the tri(acetonitrile)tri(carbonyl)metal complexes M(CO)3(CH3CN)3 (M=Mo, W). Thermogravimetric (TGA) measurements confirm that the complexes are stable up to 140 °C in air in the solid state. The complexes 2a and 2b are very active catalysts at room temperature for the epoxidation of cyclooctene with tert‐butyl hydroperoxide (TBHP) as oxidant, reaching TOFs of up to 3650 h−1. Complex 2a achieves a quantitative product yield without formation of any by‐products within 1.5 h, outperforming previously published ansa compounds and performing on par with the cyclopentadienyltri(carbonyl)(halo)‐ or (alkyl)molybdenum compelxes CpMo(CO)3R (R=Hal, Me, Et).

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Synthesis and Catalytic Applications of ansa Compounds with Cycloalkyl Moieties as Bridging Units: A Comparative Study

et al. 2010

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Abstract:The molybdenum and tungsten compounds (MoA C H T U N G T R E N N U N G {h-CH}(CO) 3 ) (2a, 3a n = 3; 2b, 3b n = 4; 2c, 3c n = 5; 2d, 3d n = 6) were synthesized by reacting the spiro-bicyclic compounds 1a-d with theNMR spectroscopy, as well as X-ray diffraction studies, confirm the formation of an intramolecular ansa bridge. The complexes display a good stability in the solid state (stable up to 180 8C under air, as determined by thermogravimetric studies) and are highly active catalysts at room temperature (molybdenum compounds) or above (tungsten compounds) in olefin epoxidation. In the case of cyclooctene as substrate, TOFs up to ca. 11800 h À1 are obtained. Moreover, most of the catalysts described here display a high selectivity in the epoxidation of cis-and transstilbene. In addition, the novel complexes were compared with previously synthesized related compounds, at least matching their catalytic performances.

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Ring-opening reactions of spiro[2.4]hepta-4,6-diene and spiro[4.4]nona-1,3-diene induced by tungsten(0) carbonyls

Cited by 22 publications

References 4 publications

Bis(η-cyclopentadienyl)molybdenum chemistry: synthesis and reactions of ring-functionalised compounds

Bis(η-cyclopentadienyl)molybdenum chemistry: synthesis and reactions of ring-functionalised compounds

Stable and Catalytically Highly Active ansa Compounds with Cycloalkyl Moieties as Bridging Units

Synthesis and Catalytic Applications of ansa Compounds with Cycloalkyl Moieties as Bridging Units: A Comparative Study

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