Structure and reactivity in neutral organic electron donors derived from 4-dimethylaminopyridine

Jean Garnier; A.R. Kennedy; L.E.A. Berlouis; Andrew T. Turner; J.A. Murphy

doi:10.3762/bjoc.6.73

Structure and reactivity in neutral organic electron donors derived from 4-dimethylaminopyridine

Jean Garnier, A.R. Kennedy, L.E.A. Berlouis, Andrew T. Turner, J.A. Murphy

Pure And Applied Chemistry

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

29 Citations (Scopus)

293 Downloads (Pure)

Abstract

The effects on redox properties of modifying the molecular skeleton of neutral bis-2-(4-dimethylamino)-pyridinylidene electron donors, derived from 4-dimethylamino-pyridine (4-DMAP), have been explored, by varying two parameters: (i) the length of a polymethylene chain linking the two pyridine-derived rings and (ii) the nature of the nitrogen substituents on the 4 and 4' positions of the precursor pyridines. Restricting the bridge length to two methylene units significantly altered the redox profile, while changes in the nitrogen-substituents at the 4 and 4' positions led to only slight changes in redox potentials

Original language	English
Journal	Beilstein Journal of Organic Chemistry
Volume	6
Issue number	73
DOIs	https://doi.org/10.3762/bjoc.6.73
Publication status	Published - 5 Jul 2010

Keywords

electron donor
4-DMAP
electron transfer
redox
radical cation
dication
reduction

Access to Document

10.3762/bjoc.6.73

BJOC_Article_Jean_Garnier_revised_submit.docAccepted author manuscript, 4.73 MB

Cite this

@article{2ed92f7eec6f4d7badc83ea3677f8fab,

title = "Structure and reactivity in neutral organic electron donors derived from 4-dimethylaminopyridine",

abstract = "The effects on redox properties of modifying the molecular skeleton of neutral bis-2-(4-dimethylamino)-pyridinylidene electron donors, derived from 4-dimethylamino-pyridine (4-DMAP), have been explored, by varying two parameters: (i) the length of a polymethylene chain linking the two pyridine-derived rings and (ii) the nature of the nitrogen substituents on the 4 and 4' positions of the precursor pyridines. Restricting the bridge length to two methylene units significantly altered the redox profile, while changes in the nitrogen-substituents at the 4 and 4' positions led to only slight changes in redox potentials",

keywords = "electron donor, 4-DMAP, electron transfer, redox, radical cation, dication, reduction",

author = "Jean Garnier and A.R. Kennedy and L.E.A. Berlouis and Turner, {Andrew T.} and J.A. Murphy",

year = "2010",

month = jul,

day = "5",

doi = "10.3762/bjoc.6.73",

language = "English",

volume = "6",

journal = "Beilstein Journal of Organic Chemistry",

number = "73",

}

TY - JOUR

T1 - Structure and reactivity in neutral organic electron donors derived from 4-dimethylaminopyridine

AU - Garnier, Jean

AU - Kennedy, A.R.

AU - Berlouis, L.E.A.

AU - Turner, Andrew T.

AU - Murphy, J.A.

PY - 2010/7/5

Y1 - 2010/7/5

N2 - The effects on redox properties of modifying the molecular skeleton of neutral bis-2-(4-dimethylamino)-pyridinylidene electron donors, derived from 4-dimethylamino-pyridine (4-DMAP), have been explored, by varying two parameters: (i) the length of a polymethylene chain linking the two pyridine-derived rings and (ii) the nature of the nitrogen substituents on the 4 and 4' positions of the precursor pyridines. Restricting the bridge length to two methylene units significantly altered the redox profile, while changes in the nitrogen-substituents at the 4 and 4' positions led to only slight changes in redox potentials

AB - The effects on redox properties of modifying the molecular skeleton of neutral bis-2-(4-dimethylamino)-pyridinylidene electron donors, derived from 4-dimethylamino-pyridine (4-DMAP), have been explored, by varying two parameters: (i) the length of a polymethylene chain linking the two pyridine-derived rings and (ii) the nature of the nitrogen substituents on the 4 and 4' positions of the precursor pyridines. Restricting the bridge length to two methylene units significantly altered the redox profile, while changes in the nitrogen-substituents at the 4 and 4' positions led to only slight changes in redox potentials

KW - electron donor

KW - 4-DMAP

KW - electron transfer

KW - redox

KW - radical cation

KW - dication

KW - reduction

UR - http://www.scopus.com/inward/record.url?scp=77956934570&partnerID=8YFLogxK

U2 - 10.3762/bjoc.6.73

DO - 10.3762/bjoc.6.73

M3 - Article

VL - 6

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

IS - 73

ER -

Structure and reactivity in neutral organic electron donors derived from 4-dimethylaminopyridine

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Physical Organic Chemistry: Opportunities In Synthesis, Materials And Pharmaceuticals (Science And Innovation Award)

New horizons in organic electron transfer

x-ray diffractometer

Cite this

Structure and reactivity in neutral organic electron donors derived from 4-dimethylaminopyridine

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Projects

Physical Organic Chemistry: Opportunities In Synthesis, Materials And Pharmaceuticals (Science And Innovation Award)

New horizons in organic electron transfer

Equipment

x-ray diffractometer

Cite this