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ferrocenyl boronate

National Institutes of Health

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2018
2018
[2-(phosphinomethyl)ferrocenyl]diphenylphosphine 2, is an air stable primary phosphine bearing a 1,2-disubstituted ferrocene… 
2017
2017
The reaction of FcC≡C–C≡CFc (Fc = Fe(η5-C5H4)(η5-C5H5)) (1) with Co(η5-C5H5)(CO)2 (2) afforded ferrocenyl-functionalized… 
2014
2014
The clinical success of cisplatin and its derivatives for the treatment of different cancers has had a profound effect on the use… 
2013
2013
Four ferrocene derivative complexes, designated as compound A, B, C, and D (Ferrocenyl)1,3-dimethyl-1,3dione di-aqua cobalt (II… 
Review
2013
Review
2013
......................................................................................................................................... ii Preface ........................................................................................................................................... iv Table of contents ............................................................................................................................v List of tables.................................................................................................................................. ix List of figures .................................................................................................................................. x List of schemes ............................................................................................................................ xiv List of symbols .......................................................................................................................... xviii List of abbreviations .................................................................................................................. xix List of new compounds ................................................................................................................ xx Acknowledgements .................................................................................................................. xxiv Foreward ..................................................................................................................................... xxv 1 Early transition metal hydrides and ligand design ..................................................................1 1.1 Early transition metal hydrides .......................................................................................... 1 1.1.1 Overview ..................................................................................................................... 1 1.1.2 Scandium and yttrium hydride complexes .................................................................. 2 1.1.3 Zirconium and hafnium hydride complexes ............................................................. 12 1.2 Phosphinoamide ligands .................................................................................................. 18 1.2.1 Ligand design in the Fryzuk group ........................................................................... 18 1.2.2 Introduction to phosphinoamides .............................................................................. 20 1.2.3 Mononuclear transition metal phosphinoamide complexes ...................................... 24 1.2.4 Multimetallic phosphinoamide complexes ............................................................... 26 vi 1.3 Scope of thesis ................................................................................................................. 30 2 Phosphinoamide scandium and yttrium organometallic complexes ....................................32 2.1 Introduction ...................................................................................................................... 32 2.2 Phosphinoamide supported scandium and yttrium organometallics ................................ 34 2.2.1 Alkane-elimination route to scandium and yttrium complexes ................................ 34 2.2.2 Trisubstituted phosphinoamide scandium and yttrium complexes ........................... 35 2.2.3 Mixed alkyl-phosphinoamide complexes of scandium and yttrium ......................... 38 2.3 Ferrocene-linked phosphinoamides as supporting ligands for scandium ........................ 44 2.3.1 Ferrocene as a diamine linker in ligand design ......................................................... 44 2.3.2 Synthesis of a ferrocenyl diphosphinoamine ............................................................ 45 2.3.3 Synthesis of a ferrocenyl phosphinoamide scandium alkyl complex ....................... 46 2.3.4 Synthesis of a discandium dihydride complex .......................................................... 51 2.4 Conclusion ....................................................................................................................... 56 3 Tri(phosphinoamide) complexes of zirconium .......................................................................58 3.1 Introduction ...................................................................................................................... 58 3.2 Synthesis of phosphinoamide zirconium complexes ....................................................... 61 3.3 Synthesis of organometallic tri(phosphinoamide) zirconium complexes ........................ 67 3.4 Attempted hydrogenolysis of zirconium alkyls ............................................................... 70 3.5 Alternative approaches to hydride complexes ................................................................. 71 3.6 Synthesis of a zirconium phosphide complex .................................................................. 74 3.7 Conclusion ....................................................................................................................... 79 4 Ferrocene-linked phosphinoamide complexes of zirconium .................................................80 4.1 Introduction ...................................................................................................................... 80 vii 4.2 Synthetic route to ferrocenyl diphosphinoamide zirconium complexes .......................... 83 4.3 Synthesis of organometallic zirconium complexes .......................................................... 89 4.3.1 Synthesis and characterization of primary alkyl zirconium complexes .................... 89 4.3.2 Benzyl bonding modes in zirconium complexes ...................................................... 92 4.3.3 Attempted hydrogenolysis of dialkyl zirconium complexes .................................... 93 4.3.4 Synthesis of a zirconium complex containing β-hydrogens ..................................... 93 4.4 Isocyanide insertion reactivity with dialkyl zirconium complexes .................................. 97 4.4.1 Synthesis of iminoacyl complexes ............................................................................ 97 4.4.2 Isomerization from iminoacyl to an amido-alkene complex .................................. 100 4.5 Conclusions .................................................................................................................... 103 5 Electrochemistry of ferrocenyl diphosphinoamide complexes ...........................................105 5.1 Introduction .................................................................................................................... 105 5.2 Introduction to cyclic voltammetry ................................................................................ 106 5.3 Redox behavior in ferrocene-linked diphosphinoamide complexes .............................. 109 5.3.1 Redox behavior of fc(NPPr2)2H2 ............................................................................ 109 5.3.2 Redox behavior of fc(NPPr2)2Sc(CH2SiMe3)(THF) .............................................. 110 5.3.3 Redox behavior of fc(NPPr2)2ZrX2 (X = NMe2, CH2Ph) ...................................... 112 5.3.4 Synthesis and redox behavior of fc(NPPr2)2Li2 ..................................................... 114 5.3.5 Attempted synthetic strategies ................................................................................ 116 5.4 Conclusions .................................................................................................................... 117 6 Diversions and future directions............................................................................................118 6.1 Diversions with porphyrin-supported tantalum complexes ........................................... 118 6.2 Future work on tantalum porphyrin complexes ............................................................. 119 viii 6.3 Diversions synthesizing phosphine-bridged amidate ligands ........................................ 120 6.4 Alteration of the ferrocenyl diphosphinoamide ligand system ...................................... 122 6.4.1 Overview ................................................................................................................. 124 7 Experimental ...........................................................................................................................125 7.1 General procedures ........................................................................................................ 125 7.1.1 Laboratory equipment and procedures .................................................................... 125 7.1.2 Solvents ................................................................................................................... 125 7.1.3 Materials ................................................................................................................. 125 7.1.4 Instrumentation and methods of analysis ................................................................ 126 7.2 Synthesis of compounds ................................................................................................ 129 7.2.1 Complexes pertaining to Chapter 2 ......................................................................... 129 7.2.2 Complexes pertaining to Chapter 3 ......................................................................... 135 7.2.3 Complexes pertaining to Chapter 4 ......................................................................... 141 7.2.4 Complexes pertaining to Chapter 5 .............................................................. 
2011
2011
The effects of ferrocenyl chalcones including 1-acetyl-1′-(m-methoxy-p-hydroxycinnamoyl)ferrocene (AVF), 1,1′-di(m-methoxy-p… 
2011
2011
Iridium complexes with bidentate P,N ligands represent a class of catalysts that significantly expand the application range of… 
2009
2009
These systems were designed in order to modulate the electrochemical and optical properties of the polycyclic moieties by the… 
2009
2009
We report a set of novel receptors with the structural feature of having an naphthyl-, pyrenyl-or ferrocenyl subunits, directly… 
1982
1982
m-Aminophenylboronate-substituted agarose binds specifically RNA chains carrying a mature 5' cap. The binding occurs most…