Reaction between Tetraneopentylzirconium and 2,6-Di-tert-butyl-4-methylphenol. A “Homogeneous Analog” of a Metal Complex-Surface Proton Transfer Reaction

John B. Miller; Jeffrey Schwartz; Kevin M. Carroll

doi:10.1021/om00034a067

Reaction between Tetraneopentylzirconium and 2,6-Di-tert-butyl-4-methylphenol. A “Homogeneous Analog” of a Metal Complex-Surface Proton Transfer Reaction

John B. Miller
, Jeffrey Schwartz
, Kevin M. Carroll

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

6 Scopus citations

Abstract

The reaction between tetraneopentylzirconium ([Bu^tCH₂]₄Zr; neo₄Zr) and 2,6-di-tert-butyl-4-methylphenol (BHT-OH) was studied by NMR and proceeds to give BHT-O-Zr(neo)₃ plus neopentane. Second order rate constants were measured for reactions using BHT-OH and BHT-OD, and it was found that k_H/k_D = 4.1 (±0.54), interpreted in terms of reversible coordination of BHT-OH to the Zr followed by rate determining proton transfer.

Original language	English (US)
Pages (from-to)	4204-4206
Number of pages	3
Journal	Organometallics
Volume	12
Issue number	10
DOIs	https://doi.org/10.1021/om00034a067
State	Published - 1993

All Science Journal Classification (ASJC) codes

Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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10.1021/om00034a067

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@article{056e9ba54852448789e89c52bdcf2607,

title = "Reaction between Tetraneopentylzirconium and 2,6-Di-tert-butyl-4-methylphenol. A “Homogeneous Analog” of a Metal Complex-Surface Proton Transfer Reaction",

abstract = "The reaction between tetraneopentylzirconium ([ButCH2]4Zr; neo4Zr) and 2,6-di-tert-butyl-4-methylphenol (BHT-OH) was studied by NMR and proceeds to give BHT-O-Zr(neo)3 plus neopentane. Second order rate constants were measured for reactions using BHT-OH and BHT-OD, and it was found that kH/kD = 4.1 (±0.54), interpreted in terms of reversible coordination of BHT-OH to the Zr followed by rate determining proton transfer.",

author = "Miller, \{John B.\} and Jeffrey Schwartz and Carroll, \{Kevin M.\}",

year = "1993",

doi = "10.1021/om00034a067",

language = "English (US)",

volume = "12",

pages = "4204--4206",

journal = "Organometallics",

issn = "0276-7333",

publisher = "American Chemical Society",

number = "10",

}

TY - JOUR

T1 - Reaction between Tetraneopentylzirconium and 2,6-Di-tert-butyl-4-methylphenol. A “Homogeneous Analog” of a Metal Complex-Surface Proton Transfer Reaction

AU - Miller, John B.

AU - Schwartz, Jeffrey

AU - Carroll, Kevin M.

PY - 1993

Y1 - 1993

N2 - The reaction between tetraneopentylzirconium ([ButCH2]4Zr; neo4Zr) and 2,6-di-tert-butyl-4-methylphenol (BHT-OH) was studied by NMR and proceeds to give BHT-O-Zr(neo)3 plus neopentane. Second order rate constants were measured for reactions using BHT-OH and BHT-OD, and it was found that kH/kD = 4.1 (±0.54), interpreted in terms of reversible coordination of BHT-OH to the Zr followed by rate determining proton transfer.

AB - The reaction between tetraneopentylzirconium ([ButCH2]4Zr; neo4Zr) and 2,6-di-tert-butyl-4-methylphenol (BHT-OH) was studied by NMR and proceeds to give BHT-O-Zr(neo)3 plus neopentane. Second order rate constants were measured for reactions using BHT-OH and BHT-OD, and it was found that kH/kD = 4.1 (±0.54), interpreted in terms of reversible coordination of BHT-OH to the Zr followed by rate determining proton transfer.

UR - https://www.scopus.com/pages/publications/0009528068

UR - https://www.scopus.com/pages/publications/0009528068#tab=citedBy

U2 - 10.1021/om00034a067

DO - 10.1021/om00034a067

M3 - Comment/debate

AN - SCOPUS:0009528068

SN - 0276-7333

VL - 12

SP - 4204

EP - 4206

JO - Organometallics

JF - Organometallics

IS - 10

ER -

Reaction between Tetraneopentylzirconium and 2,6-Di-tert-butyl-4-methylphenol. A “Homogeneous Analog” of a Metal Complex-Surface Proton Transfer Reaction

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