Deprotonation, insertion and isomerisation in the post-functionalisation of tris-pyridyl aluminates

Alex J. Plajer; Sara Kopf; Annie L. Colebatch; Andrew D. Bond; Dominic S. Wright; Raúl García-Rodríguez

doi:10.1039/c9dt00869a

Deprotonation, insertion and isomerisation in the post-functionalisation of tris-pyridyl aluminates

Alex J. Plajer, Sara Kopf, Annie L. Colebatch, Andrew D. Bond, Dominic S. Wright^*, Raúl García-Rodríguez

^*Corresponding author for this work

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

6 Citations (Scopus)

Abstract

Post-functionalisation of the aluminate anion [EtAl(6-R-2-py)₃]^- (6-R-2-py = 6-R-2-pyridyl, R = Me or Br) can be accomplished via nucleophilic addition of the pyridyl groups to the electrophilic CO group of aldehydes (RCHO) or by deprotonation of carboxylic acids (RCO₂H). NMR spectroscopic and crystallographic studies show how 6-Me-2-py groups can detect chirality and reveal a new aspect of isomerism.

Original language	English
Pages (from-to)	5692-5697
Number of pages	6
Journal	Dalton Transactions
Volume	48
Issue number	17
DOIs	https://doi.org/10.1039/c9dt00869a
Publication status	Published - 2019
Externally published	Yes

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title = "Deprotonation, insertion and isomerisation in the post-functionalisation of tris-pyridyl aluminates",

abstract = "Post-functionalisation of the aluminate anion [EtAl(6-R-2-py)3]- (6-R-2-py = 6-R-2-pyridyl, R = Me or Br) can be accomplished via nucleophilic addition of the pyridyl groups to the electrophilic CO group of aldehydes (RCHO) or by deprotonation of carboxylic acids (RCO2H). NMR spectroscopic and crystallographic studies show how 6-Me-2-py groups can detect chirality and reveal a new aspect of isomerism.",

author = "Plajer, \{Alex J.\} and Sara Kopf and Colebatch, \{Annie L.\} and Bond, \{Andrew D.\} and Wright, \{Dominic S.\} and Ra{\'u}l Garc{\'i}a-Rodr{\'i}guez",

note = "Publisher Copyright: {\textcopyright} 2019 The Royal Society of Chemistry.",

year = "2019",

doi = "10.1039/c9dt00869a",

language = "English",

volume = "48",

pages = "5692--5697",

journal = "Dalton Transactions",

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T1 - Deprotonation, insertion and isomerisation in the post-functionalisation of tris-pyridyl aluminates

AU - Plajer, Alex J.

AU - Kopf, Sara

AU - Colebatch, Annie L.

AU - Bond, Andrew D.

AU - Wright, Dominic S.

AU - García-Rodríguez, Raúl

PY - 2019

Y1 - 2019

N2 - Post-functionalisation of the aluminate anion [EtAl(6-R-2-py)3]- (6-R-2-py = 6-R-2-pyridyl, R = Me or Br) can be accomplished via nucleophilic addition of the pyridyl groups to the electrophilic CO group of aldehydes (RCHO) or by deprotonation of carboxylic acids (RCO2H). NMR spectroscopic and crystallographic studies show how 6-Me-2-py groups can detect chirality and reveal a new aspect of isomerism.

AB - Post-functionalisation of the aluminate anion [EtAl(6-R-2-py)3]- (6-R-2-py = 6-R-2-pyridyl, R = Me or Br) can be accomplished via nucleophilic addition of the pyridyl groups to the electrophilic CO group of aldehydes (RCHO) or by deprotonation of carboxylic acids (RCO2H). NMR spectroscopic and crystallographic studies show how 6-Me-2-py groups can detect chirality and reveal a new aspect of isomerism.

UR - https://www.scopus.com/pages/publications/85065108609

U2 - 10.1039/c9dt00869a

DO - 10.1039/c9dt00869a

M3 - Article

SN - 1477-9226

VL - 48

SP - 5692

EP - 5697

JO - Dalton Transactions

JF - Dalton Transactions

IS - 17

ER -

Deprotonation, insertion and isomerisation in the post-functionalisation of tris-pyridyl aluminates

Abstract

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