Doherty, S and Hogarth, G and Waugh, M and Clegg, W and Elsegood, MRJ (2000) Reactions of alkynes with [Fe-2(CO)(6)(mu-PPh2){mu-eta(1):eta(2)(alpha,beta)-(H)C-alpha = C-beta = C gamma H-2}]: Formation of diphenylvinylphosphine-functionalized vinyl carbenes via carbon-carbon and carbon-phosphorus bond formation and hydrogen migration. ORGANOMETALLICS , 19 (22) 4557 - 4562. 10.1021/om0005147.
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Abstract
Reaction of [Fe-2(CO)(6)(mu-PPh2){mu-eta(1):eta(alpha,beta-)(2)(H)C-alpha=C-beta=CgammaH2}] (1) with PhC=CPh results in allenyl-alkyne-phosphido coupling to give [Fe-2(CO)(6)(mu-PPh2){mu-eta(1)(P):eta(3)(C):eta(1)(C)-C(Ph)C(Ph)C(H)C(=CH2)PPh2}] (2), bridged by a diphenylvinylphosphine-substituted vinyl carbene. Under similar conditions 1 reacts with PhC=CMe to give an equal mixture of the two possible regioisomers, [Fe-2(CO)(6)(mu-PPh2){mu-eta(1)(P):eta(3)(C):eta(1)(C)-C(Ph)C(Me)C(H)C(=CH2)PPH2}] (3a) and [Fe-2(CO)(6)(mu-PPh2){mu-eta(1)(P):eta(3)(C):eta(1)(C)-C(Me)C(Ph)C(H)C(=CH2)PPh2}] (3b). In contrast, 1 reacts with 2 equiv of PhC=CH to give the vinyl carbene bridged [Fe-2(CO)(6)(mu-PPh2){mu-eta(1)(P):eta(3)(C):eta(1)(C)-(Ph)CCC(H)MeCH=CPhC(PPh2)}] (4), which results from a complex sequence of carbon-carbon and carbon-phosphorus bond formation and hydrogen migration steps.
| Type: | Article |
|---|---|
| Title: | Reactions of alkynes with [Fe-2(CO)(6)(mu-PPh2){mu-eta(1):eta(2)(alpha,beta)-(H)C-alpha = C-beta = C gamma H-2}]: Formation of diphenylvinylphosphine-functionalized vinyl carbenes via carbon-carbon and carbon-phosphorus bond formation and hydrogen migration |
| DOI: | 10.1021/om0005147 |
| Keywords: | RAY CRYSTAL-STRUCTURES, ALLENYL COMPLEXES, REGIOSELECTIVE ADDITION, NUCLEOPHILIC-ADDITION, PHOSPHIDO BRIDGE, C-ALPHA, REACTIVITY, INSERTION, CHEMISTRY, LIGANDS |
| UCL classification: | UCL > School of BEAMS > Faculty of Maths and Physical Sciences > Chemistry |
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