On the relationship between structure and reaction rate in olefin ring-closing metathesis

Ian W. Ashworth, Davide Carboni, Ian H. Hillier, David J. Nelson, Jonathan M. Percy, Giuseppe Rinaudo, Mark A. Vincent

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

In the RCM reactions of a series of simple α,ω-dienes, the relative order of reactivity has been unambiguously detd. showing that cyclohexene forms faster than cyclopentene or cycloheptene. 1,5-Hexadiene inhibits the RCM of 1,7-octadiene; 1,5-hexadiene cannot progress to the RCM product (cyclobutene) but forms an unexpectedly stable cyclic η2-complex.
LanguageUndefined/Unknown
Pages7145-7147
Number of pages3
JournalChemical Communications
Volume46
Issue number38
DOIs
Publication statusPublished - 2010

Keywords

  • ring-closing metathesis
  • metathesis
  • cyclohexene

Cite this

Ashworth, I. W., Carboni, D., Hillier, I. H., Nelson, D. J., Percy, J. M., Rinaudo, G., & Vincent, M. A. (2010). On the relationship between structure and reaction rate in olefin ring-closing metathesis. Chemical Communications, 46(38), 7145-7147. https://doi.org/10.1039/c0cc02440f
Ashworth, Ian W. ; Carboni, Davide ; Hillier, Ian H. ; Nelson, David J. ; Percy, Jonathan M. ; Rinaudo, Giuseppe ; Vincent, Mark A. / On the relationship between structure and reaction rate in olefin ring-closing metathesis. In: Chemical Communications. 2010 ; Vol. 46, No. 38. pp. 7145-7147.
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Ashworth, IW, Carboni, D, Hillier, IH, Nelson, DJ, Percy, JM, Rinaudo, G & Vincent, MA 2010, 'On the relationship between structure and reaction rate in olefin ring-closing metathesis' Chemical Communications, vol. 46, no. 38, pp. 7145-7147. https://doi.org/10.1039/c0cc02440f

On the relationship between structure and reaction rate in olefin ring-closing metathesis. / Ashworth, Ian W.; Carboni, Davide; Hillier, Ian H.; Nelson, David J.; Percy, Jonathan M.; Rinaudo, Giuseppe; Vincent, Mark A.

In: Chemical Communications, Vol. 46, No. 38, 2010, p. 7145-7147.

Research output: Contribution to journalArticle

TY - JOUR

T1 - On the relationship between structure and reaction rate in olefin ring-closing metathesis

AU - Ashworth, Ian W.

AU - Carboni, Davide

AU - Hillier, Ian H.

AU - Nelson, David J.

AU - Percy, Jonathan M.

AU - Rinaudo, Giuseppe

AU - Vincent, Mark A.

PY - 2010

Y1 - 2010

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AB - In the RCM reactions of a series of simple α,ω-dienes, the relative order of reactivity has been unambiguously detd. showing that cyclohexene forms faster than cyclopentene or cycloheptene. 1,5-Hexadiene inhibits the RCM of 1,7-octadiene; 1,5-hexadiene cannot progress to the RCM product (cyclobutene) but forms an unexpectedly stable cyclic η2-complex.

KW - ring-closing metathesis

KW - metathesis

KW - cyclohexene

U2 - 10.1039/c0cc02440f

DO - 10.1039/c0cc02440f

M3 - Article

VL - 46

SP - 7145

EP - 7147

JO - Chemical Communications

T2 - Chemical Communications

JF - Chemical Communications

SN - 1359-7345

IS - 38

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