Synthesis of 1,3-dienyl complexes of ruthenium(II) by facile hydroruthenation/ dehydration of propargylic alcohols

Michael C.J. Harris; Anthony F. Hill

doi:10.1016/0022-328X(92)88018-E

Synthesis of 1,3-dienyl complexes of ruthenium(II) by facile hydroruthenation/ dehydration of propargylic alcohols

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

^*Corresponding author for this work

Research output: Contribution to journal › Comment/debate › peer-review

21 Citations (Scopus)

Abstract

Reaction of [RuClH(CO)(PPh₃)₂(BSD)] (BSD = 2,1,3-benzoselenadiazole) with the propargylic alcohols HCC-CR₂OH (CR₂ = CMe₂ or cyclo-C₆H_1O) leads to the σ-vinyl derivatives [RuCl(CHCH-CR₂OH)(CO)(PPh₃)₂(BSD)] whereas the same alcohols when treated with [RuClH(CO)(PPh₃)₃] followed by BSD yield (via [RuCl(CHCHCR₂OH)(CO)(PPh₃)_2,3]), the dehydrated σ-dienyl compounds [RuClCHCHC(CH₂)Me(CO)(PPh₃)₂(BS], [RuClCH CHC₆H₉(CO)(PPh₃)₂(BSD)]. The last complex is also the product of the reaction of [RuClH(CO)(PPh₃)₂(BSD)] with 1-ethynyl cyclohexene. Dehydration of the vinylic alcohol complexes is also induced by trifluoroacetic anhydride.

Original language	English
Pages (from-to)	209-212
Number of pages	4
Journal	Journal of Organometallic Chemistry
Volume	438
Issue number	1-2
DOIs	https://doi.org/10.1016/0022-328X(92)88018-E
Publication status	Published - 13 Oct 1992
Externally published	Yes

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@article{6d785999716042bd96cf3f2b3e51055b,

title = "Synthesis of 1,3-dienyl complexes of ruthenium(II) by facile hydroruthenation/ dehydration of propargylic alcohols",

abstract = "Reaction of [RuClH(CO)(PPh3)2(BSD)] (BSD = 2,1,3-benzoselenadiazole) with the propargylic alcohols HCC-CR2OH (CR2 = CMe2 or cyclo-C6H1O) leads to the σ-vinyl derivatives [RuCl(CHCH-CR2OH)(CO)(PPh3)2(BSD)] whereas the same alcohols when treated with [RuClH(CO)(PPh3)3] followed by BSD yield (via [RuCl(CHCHCR2OH)(CO)(PPh3)2,3]), the dehydrated σ-dienyl compounds [RuClCHCHC(CH2)Me(CO)(PPh3)2(BS], [RuClCH CHC6H9(CO)(PPh3)2(BSD)]. The last complex is also the product of the reaction of [RuClH(CO)(PPh3)2(BSD)] with 1-ethynyl cyclohexene. Dehydration of the vinylic alcohol complexes is also induced by trifluoroacetic anhydride.",

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

year = "1992",

month = oct,

day = "13",

doi = "10.1016/0022-328X(92)88018-E",

language = "English",

volume = "438",

pages = "209--212",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier B.V.",

number = "1-2",

}

TY - JOUR

T1 - Synthesis of 1,3-dienyl complexes of ruthenium(II) by facile hydroruthenation/ dehydration of propargylic alcohols

AU - Harris, Michael C.J.

AU - Hill, Anthony F.

PY - 1992/10/13

Y1 - 1992/10/13

N2 - Reaction of [RuClH(CO)(PPh3)2(BSD)] (BSD = 2,1,3-benzoselenadiazole) with the propargylic alcohols HCC-CR2OH (CR2 = CMe2 or cyclo-C6H1O) leads to the σ-vinyl derivatives [RuCl(CHCH-CR2OH)(CO)(PPh3)2(BSD)] whereas the same alcohols when treated with [RuClH(CO)(PPh3)3] followed by BSD yield (via [RuCl(CHCHCR2OH)(CO)(PPh3)2,3]), the dehydrated σ-dienyl compounds [RuClCHCHC(CH2)Me(CO)(PPh3)2(BS], [RuClCH CHC6H9(CO)(PPh3)2(BSD)]. The last complex is also the product of the reaction of [RuClH(CO)(PPh3)2(BSD)] with 1-ethynyl cyclohexene. Dehydration of the vinylic alcohol complexes is also induced by trifluoroacetic anhydride.

AB - Reaction of [RuClH(CO)(PPh3)2(BSD)] (BSD = 2,1,3-benzoselenadiazole) with the propargylic alcohols HCC-CR2OH (CR2 = CMe2 or cyclo-C6H1O) leads to the σ-vinyl derivatives [RuCl(CHCH-CR2OH)(CO)(PPh3)2(BSD)] whereas the same alcohols when treated with [RuClH(CO)(PPh3)3] followed by BSD yield (via [RuCl(CHCHCR2OH)(CO)(PPh3)2,3]), the dehydrated σ-dienyl compounds [RuClCHCHC(CH2)Me(CO)(PPh3)2(BS], [RuClCH CHC6H9(CO)(PPh3)2(BSD)]. The last complex is also the product of the reaction of [RuClH(CO)(PPh3)2(BSD)] with 1-ethynyl cyclohexene. Dehydration of the vinylic alcohol complexes is also induced by trifluoroacetic anhydride.

UR - https://www.scopus.com/pages/publications/0010997176

U2 - 10.1016/0022-328X(92)88018-E

DO - 10.1016/0022-328X(92)88018-E

M3 - Comment/debate

AN - SCOPUS:0010997176

SN - 0022-328X

VL - 438

SP - 209

EP - 212

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

IS - 1-2

ER -

Synthesis of 1,3-dienyl complexes of ruthenium(II) by facile hydroruthenation/ dehydration of propargylic alcohols

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