Soft scorpionate anions as platforms for novel heterocycles

Rajeev Rajasekharan-Nair; Annemarie Marckwordt; Samuel T. Lutta; Matthias Schwalbe; Anne Biernat; David R. Armstrong; Allan J.B. Watson; Alan R. Kennedy; John Reglinski; Mark D. Spicer

doi:10.1002/chem.201300091

Soft scorpionate anions as platforms for novel heterocycles

Rajeev Rajasekharan-Nair, Annemarie Marckwordt, Samuel T. Lutta, Matthias Schwalbe, Anne Biernat, David R. Armstrong, Allan J.B. Watson, Alan R. Kennedy, John Reglinski^*, Mark D. Spicer

^*Corresponding author for this work

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

9 Citations (Scopus)

Abstract

Soft scorpionates have thus far been seen mainly as a family of ligands. Their chemistry is extended here to the production of novel cationic macrocycles using dihaloalkanes. By replacing the dihaloalkanes with mild oxidising agents (NO⁺, I₂) we obtain two unique polycyclic heterocycles. The mechanism which leads to the formation of these polycyclic heterocycles is investigated using ab initio DFT calculations. Tail strike: Soft scorpionates have thus far been seen mainly as a family of ligands. Their chemistry is extended here to the production of novel cations, macrocycles and unusual polycyclic heterocycles (see scheme).

Original language	English
Pages (from-to)	13561-13568
Number of pages	8
Journal	Chemistry - A European Journal
Volume	19
Issue number	40
DOIs	https://doi.org/10.1002/chem.201300091
Publication status	Published - 13 Aug 2013
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/chem.201300091

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title = "Soft scorpionate anions as platforms for novel heterocycles",

abstract = "Soft scorpionates have thus far been seen mainly as a family of ligands. Their chemistry is extended here to the production of novel cationic macrocycles using dihaloalkanes. By replacing the dihaloalkanes with mild oxidising agents (NO+, I2) we obtain two unique polycyclic heterocycles. The mechanism which leads to the formation of these polycyclic heterocycles is investigated using ab initio DFT calculations. Tail strike: Soft scorpionates have thus far been seen mainly as a family of ligands. Their chemistry is extended here to the production of novel cations, macrocycles and unusual polycyclic heterocycles (see scheme).",

author = "Rajeev Rajasekharan-Nair and Annemarie Marckwordt and Lutta, {Samuel T.} and Matthias Schwalbe and Anne Biernat and Armstrong, {David R.} and Watson, {Allan J.B.} and Kennedy, {Alan R.} and John Reglinski and Spicer, {Mark D.}",

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doi = "10.1002/chem.201300091",

language = "English",

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T1 - Soft scorpionate anions as platforms for novel heterocycles

AU - Rajasekharan-Nair, Rajeev

AU - Marckwordt, Annemarie

AU - Lutta, Samuel T.

AU - Schwalbe, Matthias

AU - Biernat, Anne

AU - Armstrong, David R.

AU - Watson, Allan J.B.

AU - Kennedy, Alan R.

AU - Reglinski, John

AU - Spicer, Mark D.

PY - 2013/8/13

Y1 - 2013/8/13

N2 - Soft scorpionates have thus far been seen mainly as a family of ligands. Their chemistry is extended here to the production of novel cationic macrocycles using dihaloalkanes. By replacing the dihaloalkanes with mild oxidising agents (NO+, I2) we obtain two unique polycyclic heterocycles. The mechanism which leads to the formation of these polycyclic heterocycles is investigated using ab initio DFT calculations. Tail strike: Soft scorpionates have thus far been seen mainly as a family of ligands. Their chemistry is extended here to the production of novel cations, macrocycles and unusual polycyclic heterocycles (see scheme).

AB - Soft scorpionates have thus far been seen mainly as a family of ligands. Their chemistry is extended here to the production of novel cationic macrocycles using dihaloalkanes. By replacing the dihaloalkanes with mild oxidising agents (NO+, I2) we obtain two unique polycyclic heterocycles. The mechanism which leads to the formation of these polycyclic heterocycles is investigated using ab initio DFT calculations. Tail strike: Soft scorpionates have thus far been seen mainly as a family of ligands. Their chemistry is extended here to the production of novel cations, macrocycles and unusual polycyclic heterocycles (see scheme).

U2 - 10.1002/chem.201300091

DO - 10.1002/chem.201300091

M3 - Article

AN - SCOPUS:84884816598

VL - 19

SP - 13561

EP - 13568

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

SN - 0947-6539

IS - 40

ER -

Soft scorpionate anions as platforms for novel heterocycles

Abstract

ASJC Scopus subject areas

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