Facile oxy-functionalization of a nucleophilic metal alkyl with a cis-dioxo metal species via a (2+3) transition state

Brian L. Conley; Somesh K. Ganesh; Jason M. Gonzales; Daniel H. Ess; Robert J. Nielsen; Vadim R. Ziatdinov; Jonas Oxgaard; William A. Goddard; Roy A. Periana

doi:10.1002/anie.200802575

Facile oxy-functionalization of a nucleophilic metal alkyl with a cis-dioxo metal species via a (2+3) transition state

Brian L. Conley
, Somesh K. Ganesh
, Jason M. Gonzales
, Daniel H. Ess
, Robert J. Nielsen
, Vadim R. Ziatdinov
, Jonas Oxgaard
, William A. Goddard
, Roy A. Periana

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

Abstract

(Chemical Equation Presented) An easy transition: Facile generation of methanol is achieved by hydroxide-promoted transfer of a nucleophilic methyl group from methyltrioxorhenium to osmium tetroxide in basic aqueous medium via a cyclic transition state. ¹H NMR spectroscopy and density functional calculations are used to investigate reaction pathways.

Original language	English
Pages (from-to)	7849-7852
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	47
Issue number	41
DOIs	https://doi.org/10.1002/anie.200802575
Publication status	Published - 29 Sept 2008
Externally published	Yes

Keywords

Density functional calculations
Hydroxylation
Osmium
Rhenium
Transition states

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10.1002/anie.200802575

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title = "Facile oxy-functionalization of a nucleophilic metal alkyl with a cis-dioxo metal species via a (2+3) transition state",

abstract = "(Chemical Equation Presented) An easy transition: Facile generation of methanol is achieved by hydroxide-promoted transfer of a nucleophilic methyl group from methyltrioxorhenium to osmium tetroxide in basic aqueous medium via a cyclic transition state. 1H NMR spectroscopy and density functional calculations are used to investigate reaction pathways.",

keywords = "Density functional calculations, Hydroxylation, Osmium, Rhenium, Transition states",

author = "Conley, \{Brian L.\} and Ganesh, \{Somesh K.\} and Gonzales, \{Jason M.\} and Ess, \{Daniel H.\} and Nielsen, \{Robert J.\} and Ziatdinov, \{Vadim R.\} and Jonas Oxgaard and Goddard, \{William A.\} and Periana, \{Roy A.\}",

year = "2008",

month = sep,

day = "29",

doi = "10.1002/anie.200802575",

language = "English",

volume = "47",

pages = "7849--7852",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

number = "41",

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TY - JOUR

T1 - Facile oxy-functionalization of a nucleophilic metal alkyl with a cis-dioxo metal species via a (2+3) transition state

AU - Conley, Brian L.

AU - Ganesh, Somesh K.

AU - Gonzales, Jason M.

AU - Ess, Daniel H.

AU - Nielsen, Robert J.

AU - Ziatdinov, Vadim R.

AU - Oxgaard, Jonas

AU - Goddard, William A.

AU - Periana, Roy A.

PY - 2008/9/29

Y1 - 2008/9/29

N2 - (Chemical Equation Presented) An easy transition: Facile generation of methanol is achieved by hydroxide-promoted transfer of a nucleophilic methyl group from methyltrioxorhenium to osmium tetroxide in basic aqueous medium via a cyclic transition state. 1H NMR spectroscopy and density functional calculations are used to investigate reaction pathways.

AB - (Chemical Equation Presented) An easy transition: Facile generation of methanol is achieved by hydroxide-promoted transfer of a nucleophilic methyl group from methyltrioxorhenium to osmium tetroxide in basic aqueous medium via a cyclic transition state. 1H NMR spectroscopy and density functional calculations are used to investigate reaction pathways.

KW - Density functional calculations

KW - Hydroxylation

KW - Osmium

KW - Rhenium

KW - Transition states

UR - https://www.scopus.com/pages/publications/54749150538

U2 - 10.1002/anie.200802575

DO - 10.1002/anie.200802575

M3 - Article

C2 - 18773396

AN - SCOPUS:54749150538

SN - 1433-7851

VL - 47

SP - 7849

EP - 7852

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 41

ER -

Facile oxy-functionalization of a nucleophilic metal alkyl with a cis-dioxo metal species via a (2+3) transition state

Abstract

Keywords

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