Dehydrogenation of inert alkyl groups via remote C-H activation: Converting a propyl group into a π-allylic complex

Ramesh Giri; Nathan Maugel; Bruce M. Foxman; Jin Quan Yu

doi:10.1021/om8000444

Dehydrogenation of inert alkyl groups via remote C-H activation: Converting a propyl group into a π-allylic complex

Ramesh Giri
, Nathan Maugel
, Bruce M. Foxman
, Jin Quan Yu

Chemistry

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

128 Scopus citations

Abstract

Pd(OAc)₂-mediated dehydrogenation of an alkyl group to a double bond or a η³-allylic complex via sp³ C-H bond activation and allylic oxidation is reported. A novel redox is proposed for this double oxidation under oxidant-free conditions. A catalytic protocol using benzoquinone as the stoichiometric oxidant has also been developed for the dehy- drogenation of cyclopentylcarboxamides.

Original language	English (US)
Pages (from-to)	1667-1670
Number of pages	4
Journal	Organometallics
Volume	27
Issue number	8
DOIs	https://doi.org/10.1021/om8000444
State	Published - Apr 28 2008

All Science Journal Classification (ASJC) codes

Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

Access to Document

10.1021/om8000444

Cite this

@article{ab6a594719f24cbb86bce3e7b1ad01c0,

title = "Dehydrogenation of inert alkyl groups via remote C-H activation: Converting a propyl group into a π-allylic complex",

abstract = "Pd(OAc)2-mediated dehydrogenation of an alkyl group to a double bond or a η3-allylic complex via sp3 C-H bond activation and allylic oxidation is reported. A novel redox is proposed for this double oxidation under oxidant-free conditions. A catalytic protocol using benzoquinone as the stoichiometric oxidant has also been developed for the dehy- drogenation of cyclopentylcarboxamides.",

author = "Ramesh Giri and Nathan Maugel and Foxman, \{Bruce M.\} and Yu, \{Jin Quan\}",

year = "2008",

month = apr,

day = "28",

doi = "10.1021/om8000444",

language = "English (US)",

volume = "27",

pages = "1667--1670",

journal = "Organometallics",

issn = "0276-7333",

publisher = "American Chemical Society",

number = "8",

}

TY - JOUR

T1 - Dehydrogenation of inert alkyl groups via remote C-H activation

T2 - Converting a propyl group into a π-allylic complex

AU - Giri, Ramesh

AU - Maugel, Nathan

AU - Foxman, Bruce M.

AU - Yu, Jin Quan

PY - 2008/4/28

Y1 - 2008/4/28

N2 - Pd(OAc)2-mediated dehydrogenation of an alkyl group to a double bond or a η3-allylic complex via sp3 C-H bond activation and allylic oxidation is reported. A novel redox is proposed for this double oxidation under oxidant-free conditions. A catalytic protocol using benzoquinone as the stoichiometric oxidant has also been developed for the dehy- drogenation of cyclopentylcarboxamides.

AB - Pd(OAc)2-mediated dehydrogenation of an alkyl group to a double bond or a η3-allylic complex via sp3 C-H bond activation and allylic oxidation is reported. A novel redox is proposed for this double oxidation under oxidant-free conditions. A catalytic protocol using benzoquinone as the stoichiometric oxidant has also been developed for the dehy- drogenation of cyclopentylcarboxamides.

UR - https://www.scopus.com/pages/publications/43249121654

UR - https://www.scopus.com/pages/publications/43249121654#tab=citedBy

U2 - 10.1021/om8000444

DO - 10.1021/om8000444

M3 - Article

AN - SCOPUS:43249121654

SN - 0276-7333

VL - 27

SP - 1667

EP - 1670

JO - Organometallics

JF - Organometallics

IS - 8

ER -

Dehydrogenation of inert alkyl groups via remote C-H activation: Converting a propyl group into a π-allylic complex

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this