Angewandte Chemie - International Edition, volume 61, issue 37

An Iron‐Catalyzed Route to Dewar 1,3,5‐Triphosphabenzene and Subsequent Reactivity

A N Barrett 1
Martin Diefenbach 2
Mary F. Mahon 1
Vera Krewald 2
R L Webster 1
1
 
Department of Chemistry University of Bath Claverton Down, Bath BA2 7AY UK
Publication typeJournal Article
Publication date2022-08-09
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor16.6
ISSN14337851, 15213773
General Chemistry
Catalysis
Abstract
The application of an alkyne cyclotrimerization regime with an [Fe(salen)]2 -μ-oxo (1) catalyst to triphenylmethylphosphaalkyne (2) yields gram-scale quantities of 2,4,6-tris(triphenylmethyl)-Dewar-1,3,5-triphosphabenzene (3). Bulky lithium salt LiHMDS facilitates a rearrangement of 3 to the 1,3,5-triphosphabenzene valence isomer (3'), which subsequently undergoes an intriguing phosphorus migration reaction to form the ring-contracted species (3''). Density functional theory calculations provide a plausible mechanism for this rearrangement. Given the stability of 3, a diverse array of unprecedented transformations was investigated. We report novel crystallographically characterized products of successful nucleophilic/electrophilic addition and protonation/oxidation reactions.

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Barrett A. N. et al. An Iron‐Catalyzed Route to Dewar 1,3,5‐Triphosphabenzene and Subsequent Reactivity // Angewandte Chemie - International Edition. 2022. Vol. 61. No. 37.
GOST all authors (up to 50) Copy
Barrett A. N., Diefenbach M., Mahon M. F., Krewald V., Webster R. L. An Iron‐Catalyzed Route to Dewar 1,3,5‐Triphosphabenzene and Subsequent Reactivity // Angewandte Chemie - International Edition. 2022. Vol. 61. No. 37.
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TY - JOUR
DO - 10.1002/anie.202208663
UR - https://doi.org/10.1002/anie.202208663
TI - An Iron‐Catalyzed Route to Dewar 1,3,5‐Triphosphabenzene and Subsequent Reactivity
T2 - Angewandte Chemie - International Edition
AU - Mahon, Mary F.
AU - Barrett, A N
AU - Diefenbach, Martin
AU - Krewald, Vera
AU - Webster, R L
PY - 2022
DA - 2022/08/09
PB - Wiley
IS - 37
VL - 61
SN - 1433-7851
SN - 1521-3773
ER -
BibTex
Cite this
BibTex Copy
@article{2022_Barrett,
author = {Mary F. Mahon and A N Barrett and Martin Diefenbach and Vera Krewald and R L Webster},
title = {An Iron‐Catalyzed Route to Dewar 1,3,5‐Triphosphabenzene and Subsequent Reactivity},
journal = {Angewandte Chemie - International Edition},
year = {2022},
volume = {61},
publisher = {Wiley},
month = {aug},
url = {https://doi.org/10.1002/anie.202208663},
number = {37},
doi = {10.1002/anie.202208663}
}
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