Cross-dimerisation between different cisoid- and transoid-1,3-dienes at a ruthenium(0) centre

Masafumi Hirano; Haruka Inoue; Takuya Okamoto; Takao Ueda; Nobuyuki Komine; Sanshiro Komiya; Xian Qi Wang; Martin A. Bennett

doi:10.1039/c3nj00429e

Cross-dimerisation between different cisoid- and transoid-1,3-dienes at a ruthenium(0) centre

Masafumi Hirano^*, Haruka Inoue, Takuya Okamoto, Takao Ueda, Nobuyuki Komine, Sanshiro Komiya, Xian Qi Wang, Martin A. Bennett

^*Corresponding author for this work

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

9 Citations (Scopus)

Abstract

Reaction of [Ru(η⁴-cisoid-2,3-dimethyl-1,3-butadiene) (η⁴-1,5-COD)(NCMe)] with 1,3-butadiene gives the chelate bis(allylic)ruthenium(ii) complex supine,prone-[Ru(η³: η³-2,3-dimethylocta-2,6-diene-1,8-diyl)(η⁴-1, 5-COD)] (supine,prone-2da) in 75% isolated yield as a result of cross-oxidative coupling between two different 1,3-diene units. The structure of 2da has been established unambiguously using X-ray crystallography. This provides direct evidence that the prostereogenic selective oxidative coupling at the ruthenium(0) centre occurs between the cisoid- and transoid-dienes.

Original language	English
Pages (from-to)	3433-3439
Number of pages	7
Journal	New Journal of Chemistry
Volume	37
Issue number	11
DOIs	https://doi.org/10.1039/c3nj00429e
Publication status	Published - Nov 2013

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@article{946e5fecb670455ba6bef8911b18e9be,

title = "Cross-dimerisation between different cisoid- and transoid-1,3-dienes at a ruthenium(0) centre",

abstract = "Reaction of [Ru(η4-cisoid-2,3-dimethyl-1,3-butadiene) (η4-1,5-COD)(NCMe)] with 1,3-butadiene gives the chelate bis(allylic)ruthenium(ii) complex supine,prone-[Ru(η3: η3-2,3-dimethylocta-2,6-diene-1,8-diyl)(η4-1, 5-COD)] (supine,prone-2da) in 75\% isolated yield as a result of cross-oxidative coupling between two different 1,3-diene units. The structure of 2da has been established unambiguously using X-ray crystallography. This provides direct evidence that the prostereogenic selective oxidative coupling at the ruthenium(0) centre occurs between the cisoid- and transoid-dienes.",

author = "Masafumi Hirano and Haruka Inoue and Takuya Okamoto and Takao Ueda and Nobuyuki Komine and Sanshiro Komiya and Wang, \{Xian Qi\} and Bennett, \{Martin A.\}",

year = "2013",

month = nov,

doi = "10.1039/c3nj00429e",

language = "English",

volume = "37",

pages = "3433--3439",

journal = "New Journal of Chemistry",

issn = "1144-0546",

publisher = "Royal Society of Chemistry",

number = "11",

}

TY - JOUR

T1 - Cross-dimerisation between different cisoid- and transoid-1,3-dienes at a ruthenium(0) centre

AU - Hirano, Masafumi

AU - Inoue, Haruka

AU - Okamoto, Takuya

AU - Ueda, Takao

AU - Komine, Nobuyuki

AU - Komiya, Sanshiro

AU - Wang, Xian Qi

AU - Bennett, Martin A.

PY - 2013/11

Y1 - 2013/11

N2 - Reaction of [Ru(η4-cisoid-2,3-dimethyl-1,3-butadiene) (η4-1,5-COD)(NCMe)] with 1,3-butadiene gives the chelate bis(allylic)ruthenium(ii) complex supine,prone-[Ru(η3: η3-2,3-dimethylocta-2,6-diene-1,8-diyl)(η4-1, 5-COD)] (supine,prone-2da) in 75% isolated yield as a result of cross-oxidative coupling between two different 1,3-diene units. The structure of 2da has been established unambiguously using X-ray crystallography. This provides direct evidence that the prostereogenic selective oxidative coupling at the ruthenium(0) centre occurs between the cisoid- and transoid-dienes.

AB - Reaction of [Ru(η4-cisoid-2,3-dimethyl-1,3-butadiene) (η4-1,5-COD)(NCMe)] with 1,3-butadiene gives the chelate bis(allylic)ruthenium(ii) complex supine,prone-[Ru(η3: η3-2,3-dimethylocta-2,6-diene-1,8-diyl)(η4-1, 5-COD)] (supine,prone-2da) in 75% isolated yield as a result of cross-oxidative coupling between two different 1,3-diene units. The structure of 2da has been established unambiguously using X-ray crystallography. This provides direct evidence that the prostereogenic selective oxidative coupling at the ruthenium(0) centre occurs between the cisoid- and transoid-dienes.

UR - https://www.scopus.com/pages/publications/84885830512

U2 - 10.1039/c3nj00429e

DO - 10.1039/c3nj00429e

M3 - Article

SN - 1144-0546

VL - 37

SP - 3433

EP - 3439

JO - New Journal of Chemistry

JF - New Journal of Chemistry

IS - 11

ER -

Cross-dimerisation between different cisoid- and transoid-1,3-dienes at a ruthenium(0) centre

Abstract

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