Structurally stimulated deprotonation/alumination of the TMP anion

B. Conway; A.R. Kennedy; R.E. Mulvey; Stuart D. Robertson; Joaquin Garcia Alvarez

doi:10.1002/anie.201000181

Structurally stimulated deprotonation/alumination of the TMP anion

B. Conway, A.R. Kennedy, R.E. Mulvey, Stuart D. Robertson, Joaquin Garcia Alvarez

Pure And Applied Chemistry

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

22 Citations (Scopus)

9 Downloads (Pure)

Abstract

Long utilized as a strong Brønsted base, the tetramethylpiperidine (TMP) anion is forced to convert to a Brønsted acid in the presence of a potassium–aluminate species. The new compound [(TMEDA)K(μ-TMP*)(μ-iBu)Al(iBu)] was obtained where TMP* represents a CH3- and NH-deprotonated dianionic variant of TMP.

Original language	English
Pages (from-to)	3182-3184
Number of pages	3
Journal	Angewandte Chemie
Volume	49
Issue number	18
DOIs	https://doi.org/10.1002/anie.201000181
Publication status	Published - 19 Apr 2010

Keywords

alkali metals
aluminium
amides
metalation
steric effects

Access to Document

10.1002/anie.201000181

Link to publication in Scopus

4 Finished

EXPLOITING SYNTHETIC AND STRUCTURAL SYNERGISM IN ALKALI-METAL-MEDIATED ORGANOTRANSITIONMETALLATION (AMMO)
Mulvey, R. & Kennedy, A.
EPSRC (Engineering and Physical Sciences Research Council)
1/10/08 → 31/03/12
Project: Research
Physical Organic Chemistry: Opportunities In Synthesis, Materials And Pharmaceuticals (Science And Innovation Award)
Murphy, J., Coombs, G., Ferguson, A. & Florence, A.
Scottish Funding Council SFC, EPSRC (Engineering and Physical Sciences Research Council)
1/09/07 → 30/10/12
Project: Research
"INVERSE" COORDINATION: A NEW DESIGN CONCEPT IN SUPRAMOLECULAR INORGANIC CHEMISTRY
Mulvey, R.
EPSRC (Engineering and Physical Sciences Research Council)
1/10/06 → 31/03/10
Project: Research

x-ray diffractometer
Alan Kennedy
Pure And Applied Chemistry
Facility/equipment: Equipment

Cite this

@article{4d78c308bf42404392ed014898e56583,

title = "Structurally stimulated deprotonation/alumination of the TMP anion",

abstract = "Long utilized as a strong Br{\o}nsted base, the tetramethylpiperidine (TMP) anion is forced to convert to a Br{\o}nsted acid in the presence of a potassium–aluminate species. The new compound [(TMEDA)K(μ-TMP*)(μ-iBu)Al(iBu)] was obtained where TMP* represents a CH3- and NH-deprotonated dianionic variant of TMP.",

keywords = "alkali metals, aluminium, amides, metalation, steric effects",

author = "B. Conway and A.R. Kennedy and R.E. Mulvey and Robertson, {Stuart D.} and {Garcia Alvarez}, Joaquin",

year = "2010",

month = apr,

day = "19",

doi = "10.1002/anie.201000181",

language = "English",

volume = "49",

pages = "3182--3184",

journal = "Angewandte Chemie International Edition",

issn = "1433-7851",

number = "18",

}

TY - JOUR

T1 - Structurally stimulated deprotonation/alumination of the TMP anion

AU - Conway, B.

AU - Kennedy, A.R.

AU - Mulvey, R.E.

AU - Robertson, Stuart D.

AU - Garcia Alvarez, Joaquin

PY - 2010/4/19

Y1 - 2010/4/19

N2 - Long utilized as a strong Brønsted base, the tetramethylpiperidine (TMP) anion is forced to convert to a Brønsted acid in the presence of a potassium–aluminate species. The new compound [(TMEDA)K(μ-TMP*)(μ-iBu)Al(iBu)] was obtained where TMP* represents a CH3- and NH-deprotonated dianionic variant of TMP.

AB - Long utilized as a strong Brønsted base, the tetramethylpiperidine (TMP) anion is forced to convert to a Brønsted acid in the presence of a potassium–aluminate species. The new compound [(TMEDA)K(μ-TMP*)(μ-iBu)Al(iBu)] was obtained where TMP* represents a CH3- and NH-deprotonated dianionic variant of TMP.

KW - alkali metals

KW - aluminium

KW - amides

KW - metalation

KW - steric effects

UR - http://www.scopus.com/inward/record.url?scp=77951614490&partnerID=8YFLogxK

U2 - 10.1002/anie.201000181

DO - 10.1002/anie.201000181

M3 - Article

VL - 49

SP - 3182

EP - 3184

JO - Angewandte Chemie International Edition

JF - Angewandte Chemie International Edition

SN - 1433-7851

IS - 18

ER -

Structurally stimulated deprotonation/alumination of the TMP anion

Abstract

Keywords

Access to Document

Fingerprint

Projects

EXPLOITING SYNTHETIC AND STRUCTURAL SYNERGISM IN ALKALI-METAL-MEDIATED ORGANOTRANSITIONMETALLATION (AMMO)

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

"INVERSE" COORDINATION: A NEW DESIGN CONCEPT IN SUPRAMOLECULAR INORGANIC CHEMISTRY

Equipment

x-ray diffractometer

Cite this