Photogeneration of a Phosphonium Alkylidene Olefin Metathesis Catalyst

Andrey Y. Khalimon; Erin M. Leitao; Warren E. Piers

doi:10.1021/om3005965

Photogeneration of a Phosphonium Alkylidene Olefin Metathesis Catalyst

Andrey Y. Khalimon, Erin M. Leitao, Warren E. Piers

School of Chemistry

Research output: Contribution to journal › Article (Academic Journal) › peer-review

25 Citations (Scopus)

Abstract

Treatment of ruthenium carbide (H(2)IMes)-(Cl)(2)(PCy3)RuC (1) with the photoacid generator (PAG) [Ph3S][OTf] (3) under 254 nm light results in a highly efficient catalyst for ring-closing metathesis (RCM) and ring-opening metathesis polymerization (ROMP) reactions. The reactions proceed via formation of the ruthenium phosphonium alkylidene complex [(H(2)IMes)(Cl)(2)Ru=C(H)PCy3]-[OTf] as the active catalytic species. In the case of ROMP of cycloalkenes, reactions do not require addition of PAG and protonation of 1 proceeds via allylic C-H bond activation of the substrate under UV light.

Original language	English
Pages (from-to)	5634-5637
Number of pages	4
Journal	Organometallics
Volume	31
Issue number	15
DOIs	https://doi.org/10.1021/om3005965
Publication status	Published - 13 Aug 2012

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title = "Photogeneration of a Phosphonium Alkylidene Olefin Metathesis Catalyst",

abstract = "Treatment of ruthenium carbide (H(2)IMes)-(Cl)(2)(PCy3)RuC (1) with the photoacid generator (PAG) [Ph3S][OTf] (3) under 254 nm light results in a highly efficient catalyst for ring-closing metathesis (RCM) and ring-opening metathesis polymerization (ROMP) reactions. The reactions proceed via formation of the ruthenium phosphonium alkylidene complex [(H(2)IMes)(Cl)(2)Ru=C(H)PCy3]-[OTf] as the active catalytic species. In the case of ROMP of cycloalkenes, reactions do not require addition of PAG and protonation of 1 proceeds via allylic C-H bond activation of the substrate under UV light.",

author = "Khalimon, {Andrey Y.} and Leitao, {Erin M.} and Piers, {Warren E.}",

year = "2012",

month = aug,

day = "13",

doi = "10.1021/om3005965",

language = "English",

volume = "31",

pages = "5634--5637",

journal = "Organometallics",

issn = "0276-7333",

publisher = "American Chemical Society",

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TY - JOUR

T1 - Photogeneration of a Phosphonium Alkylidene Olefin Metathesis Catalyst

AU - Khalimon, Andrey Y.

AU - Leitao, Erin M.

AU - Piers, Warren E.

PY - 2012/8/13

Y1 - 2012/8/13

N2 - Treatment of ruthenium carbide (H(2)IMes)-(Cl)(2)(PCy3)RuC (1) with the photoacid generator (PAG) [Ph3S][OTf] (3) under 254 nm light results in a highly efficient catalyst for ring-closing metathesis (RCM) and ring-opening metathesis polymerization (ROMP) reactions. The reactions proceed via formation of the ruthenium phosphonium alkylidene complex [(H(2)IMes)(Cl)(2)Ru=C(H)PCy3]-[OTf] as the active catalytic species. In the case of ROMP of cycloalkenes, reactions do not require addition of PAG and protonation of 1 proceeds via allylic C-H bond activation of the substrate under UV light.

AB - Treatment of ruthenium carbide (H(2)IMes)-(Cl)(2)(PCy3)RuC (1) with the photoacid generator (PAG) [Ph3S][OTf] (3) under 254 nm light results in a highly efficient catalyst for ring-closing metathesis (RCM) and ring-opening metathesis polymerization (ROMP) reactions. The reactions proceed via formation of the ruthenium phosphonium alkylidene complex [(H(2)IMes)(Cl)(2)Ru=C(H)PCy3]-[OTf] as the active catalytic species. In the case of ROMP of cycloalkenes, reactions do not require addition of PAG and protonation of 1 proceeds via allylic C-H bond activation of the substrate under UV light.

U2 - 10.1021/om3005965

DO - 10.1021/om3005965

M3 - Article (Academic Journal)

SN - 0276-7333

VL - 31

SP - 5634

EP - 5637

JO - Organometallics

JF - Organometallics

IS - 15

ER -

Photogeneration of a Phosphonium Alkylidene Olefin Metathesis Catalyst

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