Transition metal carbonyl compounds containing intramolecular nucleophiles: Crystal structure of [(η5-C5H4(CH2)3OH)Mo(CO)3]2

Coolbaugh, Thomas; Coots, R. J.; Santarsiero, Bernard D.; Grubbs, Robert H.

doi:10.1016/s0020-1693(00)84918-x

Cited by 13 publications

(5 citation statements)

References 8 publications

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“…Column chromatography (25% diethyl ether in petroleum ether) gave 3-cyclopentadienyl-1-propanol ( 8a ) as a yellow oil (2.71 g, 61%). Proton NMR was consistent with literature values …”

Section: Methodssupporting

confidence: 89%

Novel Routes to Bidentate Cyclopentadienyl−Alkoxide Complexes of Titanium: Synthesis of (η⁵-σ-C₅R¹₄CHR²CH₂CR³R⁴O)TiCl₂

et al. 1999

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Reaction of C5R1 4(SiMe3)CHR2CH2CR3R4OR5 with titanium tetrachloride gives the bidentate η5-σ-cyclopentadienyl−alkoxide complexes of titanium (η5-σ-C5R1 4CHR2CH2CR3R4O)TiCl2 through elimination of chlorotrimethylsilane and RCl (R = SiMe3, CH2Ph, CMe3). A potentially tridentate system (R1, R2, R3 = H, R4 = −(CH2)2OMe) was synthesized in optically pure form and its structure determined by X-ray diffraction. The pendant ether oxygen does not coordinate to the metal, and hydride transfer reactions catalyzed by the complex gave racemic products. Efficient routes to tetramethylcyclopentadienyl-substituted ligands (R1 = Me) were developed on the basis of the addition of 2-butenylmagnesium bromide to γ-lactones to give the dienyl alcohols [C(CH3)CH(CH3)]2C(OH)CHR2(CH2)2OH, which could be functionalized on the primary alcohol before acid-catalyzed cyclization to afford the 3-alkoxypropyl-substituted tetramethylcyclopentadienes.

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“…Column chromatography (25% diethyl ether in petroleum ether) gave 3-cyclopentadienyl-1-propanol ( 8a ) as a yellow oil (2.71 g, 61%). Proton NMR was consistent with literature values …”

Section: Methodssupporting

confidence: 89%

Novel Routes to Bidentate Cyclopentadienyl−Alkoxide Complexes of Titanium: Synthesis of (η⁵-σ-C₅R¹₄CHR²CH₂CR³R⁴O)TiCl₂

et al. 1999

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“…A number of related substituted dimolybdenum cyclopentadienyl carbonyl molecules 20,[22][23][24][25] have in common an unsupported Mo 2 bond, which by the 18-electron rule, and confirmed by extended HMO calculations, 26 is of order 1. The bond length ranges from 3.213 to 3.281 Å, probably because of steric strain.…”

Section: Mo-mo Single Bondmentioning

confidence: 83%

Molecular Modeling of Dimetal Systems. Part 2. Low-Order Dimolybdenum

Boeyens

O'Neill

1998

Inorg. Chem.

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Through molecular modeling of the available structures containing dimolybdenum bonds of orders 3.5 and 3, solution pairs of harmonic force constant (k r) and bond length (r o) have been obtained as (3.63 mdyne/Å, 2.07 Å) and (3.37 mdyne/Å, 2.10 Å), respectively. Together with the known solution pair for MoMo, this sufficed to establish a general relationship between k r, r o and bond order, N, as N = 0.9537k r = 131.8r o -5. Using this relationship as a sampling curve, we extended the analysis to include Mo2 bonds of orders 2 and 1. The relationship was accordingly shown to apply to the entire {N, k r} space.

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“…Chemie cyclopentadienyl ligands [25] and alkylated cyclopentadiene compounds, [26,27] polystyrene prepared by ATRP and bearing a terminal bromine substituent was treated with sodium cyclopentadienide in THF to achieve a complete substitution of the bromine atom with a cyclopentadienyl moiety (Scheme 2), as evidenced by 1 H NMR spectroscopy (see Figure S5 in the Supporting Information). Concomitantly, commercially available poly(ethylene glycol) monomethyl ether was also equipped with a cyclopentadienyl end group through nucleophilic substitution of a tosylated intermediate (Scheme 3).…”

Section: Methodsmentioning

confidence: 99%

Ultrafast Click Conjugation of Macromolecular Building Blocks at Ambient Temperature

et al. 2009

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Transition metal carbonyl compounds containing intramolecular nucleophiles: Crystal structure of [(η5-C5H4(CH2)3OH)Mo(CO)3]2

Cited by 13 publications

References 8 publications

Novel Routes to Bidentate Cyclopentadienyl−Alkoxide Complexes of Titanium: Synthesis of (η⁵-σ-C₅R¹₄CHR²CH₂CR³R⁴O)TiCl₂

Novel Routes to Bidentate Cyclopentadienyl−Alkoxide Complexes of Titanium: Synthesis of (η⁵-σ-C₅R¹₄CHR²CH₂CR³R⁴O)TiCl₂

Molecular Modeling of Dimetal Systems. Part 2. Low-Order Dimolybdenum

Ultrafast Click Conjugation of Macromolecular Building Blocks at Ambient Temperature

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Transition metal carbonyl compounds containing intramolecular nucleophiles: Crystal structure of [(η5-C5H4(CH2)3OH)Mo(CO)3]2

Cited by 13 publications

References 8 publications

Novel Routes to Bidentate Cyclopentadienyl−Alkoxide Complexes of Titanium: Synthesis of (η5-σ-C5R14CHR2CH2CR3R4O)TiCl2

Novel Routes to Bidentate Cyclopentadienyl−Alkoxide Complexes of Titanium: Synthesis of (η5-σ-C5R14CHR2CH2CR3R4O)TiCl2

Molecular Modeling of Dimetal Systems. Part 2. Low-Order Dimolybdenum

Ultrafast Click Conjugation of Macromolecular Building Blocks at Ambient Temperature

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Product

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Novel Routes to Bidentate Cyclopentadienyl−Alkoxide Complexes of Titanium: Synthesis of (η⁵-σ-C₅R¹₄CHR²CH₂CR³R⁴O)TiCl₂

Novel Routes to Bidentate Cyclopentadienyl−Alkoxide Complexes of Titanium: Synthesis of (η⁵-σ-C₅R¹₄CHR²CH₂CR³R⁴O)TiCl₂