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

Research output: Contribution to journalArticle

10 Citations (Scopus)

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-μ13-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 languageEnglish (US)
Pages (from-to)187-195
Number of pages9
JournalJournal of Organometallic Chemistry
Volume361
Issue number2
DOIs
StatePublished - Feb 14 1989

Fingerprint

Tungsten
Propionates
Toluene
carbenes
Benzene
Heating
tungsten
reactivity
synthesis
toluene
benzene
routes
heating
carbene

Cite this

Synthesis and reactivity of the α-β-unsaturated carbene tungsten complex (CO)5W[C(OCH)3)CHCH2]. / Macomber, David W.; Liang, Mong; Madhukar, Puttannachetty; Verma, Akhilkumar G.

In: Journal of Organometallic Chemistry, Vol. 361, No. 2, 14.02.1989, p. 187-195.

Research output: Contribution to journalArticle

Macomber, David W. ; Liang, Mong ; Madhukar, Puttannachetty ; Verma, Akhilkumar G. / Synthesis and reactivity of the α-β-unsaturated carbene tungsten complex (CO)5W[C(OCH)3)CHCH2]. In: Journal of Organometallic Chemistry. 1989 ; Vol. 361, No. 2. pp. 187-195.
@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.}",
year = "1989",
month = "2",
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.

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

VL - 361

SP - 187

EP - 195

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

SN - 0022-328X

IS - 2

ER -