A One-Step Preparation of Tetradentate Ligands with Nitrogen and Phosphorus Donors by Reductive Amination and Representative Iron Complexes

Inorganic Chemistry
Matthew V GradiskiRobert H Morris

Abstract

The synthesis and use of the first examples of unsymmetrical, mixed phosphine donor tripodal NPP2' ligands N(CH2CH2PR2)2(CH2CH2PPh2) are presented. The ligands are synthesized via a convenient, one pot reductive amination using 2-(diphenylphosphino)ethylamine and various substituted phosphonium dimers in order to introduce mixed phosphine donors substituted with P/P', those being Ph/Cy (2), Ph/iPr (3), Ph/iBu (4), Ph/o-Tol (5), and Ph/p-Tol (6). Additionally, we have developed the first known synthesis of a symmetrical tripodal NP3 ligand N(CH2CH2PiBu2)3 using bench safe ammonium acetate as the lone nitrogen source (7). This new protocol eliminates the use of extremely dangerous nitrogen mustard reagents typically required to synthesize NP3 ligands. Some of these tetradentate ligands and also P2NN' ligands N(CH2-o-C5H4N)(CH2CH2PR2)2 (P2NN'-Cy, R = Cy; P2NN'-Ph, R = Ph) prepared by reductive amination using 2-picolylamine are used in the synthesis and reactions of iron complexes. FeCl2(P2NN'-Cy) (8) undergoes single halide abstraction with NaBPh4 to give the trigonal bipyramidal complex [FeCl(P2NN'-Cy)][BPh4] (9). Upon exposure to CO(g), complex 9 readily coordinates CO giving [FeCl(P2NN'-Cy)(CO)][BPh4] (10), and further treatme...Continue Reading

References

Oct 17, 2003·Chemistry : a European Journal·Valentin RautenstrauchRobert H Morris
Apr 4, 2006·Chemical Communications : Chem Comm·Matthew T WhitedJonas C Peters
Feb 25, 2009·Inorganic Chemistry·Leslie D FieldPaul Jensen
May 8, 2009·Dalton Transactions : an International Journal of Inorganic Chemistry·Antoine BuchardPascal Le Floch
Jun 2, 2011·Journal of the American Chemical Society·Paraskevi O LagaditisRobert H Morris
Dec 6, 2012·Dalton Transactions : an International Journal of Inorganic Chemistry·Irene MelloneLuca Gonsalvi
Jan 23, 2014·Journal of the American Chemical Society·Paraskevi O LagaditisRobert H Morris
Nov 7, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Paraskevi O LagaditisRobert H Morris
Sep 5, 2015·Dalton Transactions : an International Journal of Inorganic Chemistry·W Xu, R Langer
Mar 23, 2017·Chemistry : a European Journal·Samantha A M SmithRobert H Morris
Apr 22, 2017·Angewandte Chemie·Robbert van PuttenEvgeny A Pidko
Jul 6, 2017·Acta Crystallographica. Section C, Structural Chemistry·Amanda M HollandVlad M Iluc
Oct 7, 2017·Chemical Reviews·Katerina SordakisGábor Laurenczy
Aug 1, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·Samantha L AppsNicholas J Long
Jan 24, 2019·Journal of the American Chemical Society·Demyan E ProkopchukR Morris Bullock
Jan 24, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Matthew V GradiskiRobert H Morris
Feb 14, 2019·Chemical Communications : Chem Comm·Xiaolin JiangYuehui Li
Jul 26, 2019·Chemical Science·Benjamin G SchieweckJürgen Klankermayer
Aug 27, 2019·The Journal of Organic Chemistry·Chris Sang Gyu SeoRobert H Morris

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