Reactions of ruthenium complex [RuClH(CO)(BSD)(PPh3)2] (BSD = benzo-2,1,3-selenadiazole) with alkynes

Michael C.J. Harris; Anthony F. Hill

doi:10.1021/om00057a022

Reactions of ruthenium complex [RuClH(CO)(BSD)(PPh₃)₂] (BSD = benzo-2,1,3-selenadiazole) with alkynes

Michael C.J. Harris, Anthony F. Hill^*

^*Corresponding author for this work

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

52 Citations (Scopus)

Abstract

The reactions of [RuClH(CO)(BSD)(PPh₃)₂] (BSD = benzo-2,l,3-selenadiazole) with alkynes have been investigated and found to proceed readily with cis-hydroruthenation of the alkyne: The alkynes H-C≡C-R (R = H, ⁿC₄H₉, C₆H₄Me-4, CMe₂OH) provide simple 18-electron σ-E-vinyl complexes [Ru(CH=CHR)-Cl(CO)(BSD)(PPh₃)₂]; diphenylbutadiyne provides an α-(ethynyl)vinyl derivative [Ru{C(C≡CPh)= CHPh}Cl(CO)(BSD)(PPh₃)₂], whilst the propargylic ylide precursor HC≡C-CH₂CH(CO₂Et)PO(OEt)₂ yields the novel complex [Ru(CH=CH-CH₂CH(C0₂Et)PO(OEt)₂)Cl(CO)(BSD)(PPh₃)₂]. The BSD ligand in these complexes inhibits secondary insertion reactions but is sufficiently labile to be readily replaced by (2,6-dimethylphenyl)isonitrile to provide [Ru(vinyl)Cl(CO)(CNC₆H₃Me₂-2,6)(PPh₃)₂].

Original language	English
Pages (from-to)	3903-3906
Number of pages	4
Journal	Organometallics
Volume	10
Issue number	11
DOIs	https://doi.org/10.1021/om00057a022
Publication status	Published - Nov 1991
Externally published	Yes

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title = "Reactions of ruthenium complex [RuClH(CO)(BSD)(PPh3)2] (BSD = benzo-2,1,3-selenadiazole) with alkynes",

abstract = "The reactions of [RuClH(CO)(BSD)(PPh3)2] (BSD = benzo-2,l,3-selenadiazole) with alkynes have been investigated and found to proceed readily with cis-hydroruthenation of the alkyne: The alkynes H-C≡C-R (R = H, nC4H9, C6H4Me-4, CMe2OH) provide simple 18-electron σ-E-vinyl complexes [Ru(CH=CHR)-Cl(CO)(BSD)(PPh3)2]; diphenylbutadiyne provides an α-(ethynyl)vinyl derivative [Ru\{C(C≡CPh)= CHPh\}Cl(CO)(BSD)(PPh3)2], whilst the propargylic ylide precursor HC≡C-CH2CH(CO2Et)PO(OEt)2 yields the novel complex [Ru(CH=CH-CH2CH(C02Et)PO(OEt)2)Cl(CO)(BSD)(PPh3)2]. The BSD ligand in these complexes inhibits secondary insertion reactions but is sufficiently labile to be readily replaced by (2,6-dimethylphenyl)isonitrile to provide [Ru(vinyl)Cl(CO)(CNC6H3Me2-2,6)(PPh3)2].",

keywords = "Crystal-structure, Coordination chemistry, Complexes, Ruthenium(ii), Insertion, Osmium, 3,5-dimethylpyrazole, Iridium",

author = "Harris, \{Michael C.J.\} and Hill, \{Anthony F.\}",

year = "1991",

month = nov,

doi = "10.1021/om00057a022",

language = "English",

volume = "10",

pages = "3903--3906",

journal = "Organometallics",

issn = "0276-7333",

publisher = "American Chemical Society",

number = "11",

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TY - JOUR

T1 - Reactions of ruthenium complex [RuClH(CO)(BSD)(PPh3)2] (BSD = benzo-2,1,3-selenadiazole) with alkynes

AU - Harris, Michael C.J.

AU - Hill, Anthony F.

PY - 1991/11

Y1 - 1991/11

N2 - The reactions of [RuClH(CO)(BSD)(PPh3)2] (BSD = benzo-2,l,3-selenadiazole) with alkynes have been investigated and found to proceed readily with cis-hydroruthenation of the alkyne: The alkynes H-C≡C-R (R = H, nC4H9, C6H4Me-4, CMe2OH) provide simple 18-electron σ-E-vinyl complexes [Ru(CH=CHR)-Cl(CO)(BSD)(PPh3)2]; diphenylbutadiyne provides an α-(ethynyl)vinyl derivative [Ru{C(C≡CPh)= CHPh}Cl(CO)(BSD)(PPh3)2], whilst the propargylic ylide precursor HC≡C-CH2CH(CO2Et)PO(OEt)2 yields the novel complex [Ru(CH=CH-CH2CH(C02Et)PO(OEt)2)Cl(CO)(BSD)(PPh3)2]. The BSD ligand in these complexes inhibits secondary insertion reactions but is sufficiently labile to be readily replaced by (2,6-dimethylphenyl)isonitrile to provide [Ru(vinyl)Cl(CO)(CNC6H3Me2-2,6)(PPh3)2].

AB - The reactions of [RuClH(CO)(BSD)(PPh3)2] (BSD = benzo-2,l,3-selenadiazole) with alkynes have been investigated and found to proceed readily with cis-hydroruthenation of the alkyne: The alkynes H-C≡C-R (R = H, nC4H9, C6H4Me-4, CMe2OH) provide simple 18-electron σ-E-vinyl complexes [Ru(CH=CHR)-Cl(CO)(BSD)(PPh3)2]; diphenylbutadiyne provides an α-(ethynyl)vinyl derivative [Ru{C(C≡CPh)= CHPh}Cl(CO)(BSD)(PPh3)2], whilst the propargylic ylide precursor HC≡C-CH2CH(CO2Et)PO(OEt)2 yields the novel complex [Ru(CH=CH-CH2CH(C02Et)PO(OEt)2)Cl(CO)(BSD)(PPh3)2]. The BSD ligand in these complexes inhibits secondary insertion reactions but is sufficiently labile to be readily replaced by (2,6-dimethylphenyl)isonitrile to provide [Ru(vinyl)Cl(CO)(CNC6H3Me2-2,6)(PPh3)2].

KW - Crystal-structure

KW - Coordination chemistry

KW - Complexes

KW - Ruthenium(ii)

KW - Insertion

KW - Osmium

KW - 3,5-dimethylpyrazole

KW - Iridium

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DO - 10.1021/om00057a022

M3 - Article

AN - SCOPUS:33748503445

SN - 0276-7333

VL - 10

SP - 3903

EP - 3906

JO - Organometallics

JF - Organometallics

IS - 11

ER -

Reactions of ruthenium complex [RuClH(CO)(BSD)(PPh₃)₂] (BSD = benzo-2,1,3-selenadiazole) with alkynes

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