Ambient-temperature carbon-oxygen bond cleavage of an α-aryloxy ketone with Cp 2Ti(BTMSA) and selective protonolysis of the resulting Ti-OR bonds

Addison N. Desnoyer; Beata Fartel; K. Cory MacLeod; Brian O. Patrick; Kevin M. Smith

doi:10.1021/om300950c

Ambient-temperature carbon-oxygen bond cleavage of an α-aryloxy ketone with Cp ₂Ti(BTMSA) and selective protonolysis of the resulting Ti-OR bonds

Addison N. Desnoyer, Beata Fartel, K. Cory MacLeod, Brian O. Patrick, Kevin M. Smith

Chemistry (Twin Cities)

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

19 Scopus citations

Abstract

Reaction of Cp ₂Ti[η ²-(CSiMe ₃) ₂] with an α-aryloxy ketone produces a Ti(IV) enolate aryloxide complex. Selective protonolysis of the enolate ligand or both Ti-OR bonds can be achieved with various acids. The reaction of the enolate aryloxide with 1-phenyl-2-phenoxyethanol is catalyzed by a mixture of NEt ₃ and [HNEt ₃]X (X = OTf, BPh ₄).

Original language	English (US)
Pages (from-to)	7625-7628
Number of pages	4
Journal	Organometallics
Volume	31
Issue number	21
DOIs	https://doi.org/10.1021/om300950c
State	Published - Nov 13 2012

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title = "Ambient-temperature carbon-oxygen bond cleavage of an α-aryloxy ketone with Cp 2Ti(BTMSA) and selective protonolysis of the resulting Ti-OR bonds",

abstract = "Reaction of Cp 2Ti[η 2-(CSiMe 3) 2] with an α-aryloxy ketone produces a Ti(IV) enolate aryloxide complex. Selective protonolysis of the enolate ligand or both Ti-OR bonds can be achieved with various acids. The reaction of the enolate aryloxide with 1-phenyl-2-phenoxyethanol is catalyzed by a mixture of NEt 3 and [HNEt 3]X (X = OTf, BPh 4).",

author = "Desnoyer, {Addison N.} and Beata Fartel and MacLeod, {K. Cory} and Patrick, {Brian O.} and Smith, {Kevin M.}",

year = "2012",

month = nov,

day = "13",

doi = "10.1021/om300950c",

language = "English (US)",

volume = "31",

pages = "7625--7628",

journal = "Organometallics",

issn = "0276-7333",

publisher = "American Chemical Society",

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T1 - Ambient-temperature carbon-oxygen bond cleavage of an α-aryloxy ketone with Cp 2Ti(BTMSA) and selective protonolysis of the resulting Ti-OR bonds

AU - Desnoyer, Addison N.

AU - Fartel, Beata

AU - MacLeod, K. Cory

AU - Patrick, Brian O.

AU - Smith, Kevin M.

PY - 2012/11/13

Y1 - 2012/11/13

N2 - Reaction of Cp 2Ti[η 2-(CSiMe 3) 2] with an α-aryloxy ketone produces a Ti(IV) enolate aryloxide complex. Selective protonolysis of the enolate ligand or both Ti-OR bonds can be achieved with various acids. The reaction of the enolate aryloxide with 1-phenyl-2-phenoxyethanol is catalyzed by a mixture of NEt 3 and [HNEt 3]X (X = OTf, BPh 4).

AB - Reaction of Cp 2Ti[η 2-(CSiMe 3) 2] with an α-aryloxy ketone produces a Ti(IV) enolate aryloxide complex. Selective protonolysis of the enolate ligand or both Ti-OR bonds can be achieved with various acids. The reaction of the enolate aryloxide with 1-phenyl-2-phenoxyethanol is catalyzed by a mixture of NEt 3 and [HNEt 3]X (X = OTf, BPh 4).

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U2 - 10.1021/om300950c

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JO - Organometallics

JF - Organometallics

IS - 21

ER -

Ambient-temperature carbon-oxygen bond cleavage of an α-aryloxy ketone with Cp ₂Ti(BTMSA) and selective protonolysis of the resulting Ti-OR bonds

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