Synthesis and reactivity of the α-β-unsaturated carbene tungsten complex (CO)5W[C(OCH)3)CHCH2]

David W. Macomber; Mong Liang; Puttannachetty Madhukar; Akhilkumar G. Verma

doi:10.1016/0022-328X(89)85384-7

Synthesis and reactivity of the α-β-unsaturated carbene tungsten complex (CO)₅W[C(OCH)₃)CHCH₂]

David W. Macomber, Mong Liang, Puttannachetty Madhukar, Akhilkumar G. Verma

Medicine - Geriatrics, Palliative and Primary Care (GPPC)

Research output: Contribution to journal › Article › peer-review

10 Scopus citations

Abstract

Treatment of W(CO)₆ with vinyllithium followed by Me₃OBF₄ in the presence of H₂O produced (CO)₅W[C(OCH₃)CHCH₂] (1) (25-30%) and (CO)₅W[C(OCH₃)-(η-CHCH₂)]W(CO)₅ (2) (20-30%). Complex 1 reacted with (CO)₅W · THF to give W₂(CO)₉[μ-μ¹,η³-C(OCH₃)CHCH₂] (3) (61%). Heating 2 to 45°C in toluene produced 3 (65%) which could be converted back to 2 upon treatment with CO. Complex 1 reacte with D₂O in benzene-d₆ to afford 2 and methyl propionate-2,3-d₂ (4). A new route to 1 was developed from C(CO)₆ in an overall yield of 40% using (CO)₅W[C(O)CHCH₂]NME₄ (8) as an intermediate.

Original language	English (US)
Pages (from-to)	187-195
Number of pages	9
Journal	Journal of Organometallic Chemistry
Volume	361
Issue number	2
DOIs	https://doi.org/10.1016/0022-328X(89)85384-7
State	Published - Feb 14 1989

Bibliographical note

Funding Information:
We wish to thank the donors of the Petroleum Research Fund, administered by the American Chemical Society and the Research Corporation for partial support of this research.

Access

10.1016/0022-328X(89)85384-7

OpenUrl availability

Full text

Cite this

@article{0816a1dc16d54b868a5c9997e7690cc8,

title = "Synthesis and reactivity of the α-β-unsaturated carbene tungsten complex (CO)5W[C(OCH)3)CHCH2]",

abstract = "Treatment of W(CO)6 with vinyllithium followed by Me3OBF4 in the presence of H2O produced (CO)5W[C(OCH3)CHCH2] (1) (25-30%) and (CO)5W[C(OCH3)-(η-CHCH2)]W(CO)5 (2) (20-30%). Complex 1 reacted with (CO)5W · THF to give W2(CO)9[μ-μ1,η3-C(OCH3)CHCH2] (3) (61%). Heating 2 to 45°C in toluene produced 3 (65%) which could be converted back to 2 upon treatment with CO. Complex 1 reacte with D2O in benzene-d6 to afford 2 and methyl propionate-2,3-d2 (4). A new route to 1 was developed from C(CO)6 in an overall yield of 40% using (CO)5W[C(O)CHCH2]NME4 (8) as an intermediate.",

author = "Macomber, {David W.} and Mong Liang and Puttannachetty Madhukar and Verma, {Akhilkumar G.}",

note = "Funding Information: We wish to thank the donors of the Petroleum Research Fund, administered by the American Chemical Society and the Research Corporation for partial support of this research.",

year = "1989",

month = feb,

day = "14",

doi = "10.1016/0022-328X(89)85384-7",

language = "English (US)",

volume = "361",

pages = "187--195",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier",

number = "2",

}

TY - JOUR

T1 - Synthesis and reactivity of the α-β-unsaturated carbene tungsten complex (CO)5W[C(OCH)3)CHCH2]

AU - Macomber, David W.

AU - Liang, Mong

AU - Madhukar, Puttannachetty

AU - Verma, Akhilkumar G.

N1 - Funding Information: We wish to thank the donors of the Petroleum Research Fund, administered by the American Chemical Society and the Research Corporation for partial support of this research.

PY - 1989/2/14

Y1 - 1989/2/14

N2 - Treatment of W(CO)6 with vinyllithium followed by Me3OBF4 in the presence of H2O produced (CO)5W[C(OCH3)CHCH2] (1) (25-30%) and (CO)5W[C(OCH3)-(η-CHCH2)]W(CO)5 (2) (20-30%). Complex 1 reacted with (CO)5W · THF to give W2(CO)9[μ-μ1,η3-C(OCH3)CHCH2] (3) (61%). Heating 2 to 45°C in toluene produced 3 (65%) which could be converted back to 2 upon treatment with CO. Complex 1 reacte with D2O in benzene-d6 to afford 2 and methyl propionate-2,3-d2 (4). A new route to 1 was developed from C(CO)6 in an overall yield of 40% using (CO)5W[C(O)CHCH2]NME4 (8) as an intermediate.

AB - Treatment of W(CO)6 with vinyllithium followed by Me3OBF4 in the presence of H2O produced (CO)5W[C(OCH3)CHCH2] (1) (25-30%) and (CO)5W[C(OCH3)-(η-CHCH2)]W(CO)5 (2) (20-30%). Complex 1 reacted with (CO)5W · THF to give W2(CO)9[μ-μ1,η3-C(OCH3)CHCH2] (3) (61%). Heating 2 to 45°C in toluene produced 3 (65%) which could be converted back to 2 upon treatment with CO. Complex 1 reacte with D2O in benzene-d6 to afford 2 and methyl propionate-2,3-d2 (4). A new route to 1 was developed from C(CO)6 in an overall yield of 40% using (CO)5W[C(O)CHCH2]NME4 (8) as an intermediate.

UR - http://www.scopus.com/inward/record.url?scp=0041996645&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0041996645&partnerID=8YFLogxK

U2 - 10.1016/0022-328X(89)85384-7

DO - 10.1016/0022-328X(89)85384-7

M3 - Article

AN - SCOPUS:0041996645

SN - 0022-328X

VL - 361

SP - 187

EP - 195

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 2

ER -