ORGANOMETALLIC CHEMISTRY: volume 41

170 Pages·2017·7.249 MB·English

Organometallic Chemistry
Volume 41
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A Specialist Periodical Report
Organometallic Chemistry
Volume 41
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3- Editors
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9 Paul Elliott, University of Huddersfield, UK
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6 Ian J. S. Fairlamb, University of York, UK
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7 Jason M. Lynam, University of York, UK
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7 Nathan J. Patmore, University of Huddersfield, UK
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1 Authors
doi: Graeme W. Bowling, Newcastle University, UK
org | Arne Ficks, Newcastle University, UK
c. James T. Fleming, Newcastle University, UK
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bs.r Conrad A. P. Goodwin, University of Manchester, UK
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p://p Lee J. Higham, Newcastle University, UK
htt Graeme Hogarth, King’s College London, UK
n Ji-Yun Hu, Peking University, China
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17 James R. Lawson, Cardiff University, UK
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y 2 David J. Liptrot, University of Bath, UK
Jul Rebecca L. Melen, Cardiff University, UK
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d Jun-Long Zhang, Peking University, China
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Print ISBN: 978-1-78262-416-5
PDF eISBN: 978-1-78262-692-3
EPUB eISBN: 978-1-78801-220-1
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0 ISSN: 0301-0074
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F DOI: 10.1039/9781782626923
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2 A catalogue record for this book is available from the British Library
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8 r The Royal Society of Chemistry 2017
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d Apart from fair dealing for the purposes of research for non-commercial
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bs.r Rights Regulations 2003, this publication may not be reproduced, stored or
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on case of reproduction in accordance with the terms of licences issued by the
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Preface
DOI: 10.1039/9781782626923-FP005
Unusually for this volume, we have four editors. After many years at
thehelmofOrganometallicChemistry,IanFairlambandJasonLynamwill
besteppingdownaseditorsafterthisissue,withPaulElliottandNathan
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F and commitment to the series. The new editors will continue the
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2 and comprehensive reviews in organometallic chemistry, defined in its
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8 broadest sense to give a diverse coverage of inorganic chemistry and
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9/ In this issue, we have two chapters on main group chemistry.
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10 James Lawson and Rebecca Melen discuss recent developments in
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1 Lewis acidic boron reagents, which have applications in diverse areas
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d such as catalysis, borylation reactions and materials science. David
org | Liptrotdescribesthechemistryoflowcoordinatemaingroupmolecules,
sc. highlighting their recent applications in synthetic chemistry.
bs.r Moving to transition metal chemistry, Graeme Hogarth presents
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p://p the recent advances in diiron carbonyl complexes which are of key
htt importance to the biomimicry and understanding of bioinorganic
on chemistry. The use of Taddol and Binol-derived chiral phosphonites in
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1 asymmetric catalysis is reviewed by Lee Higham and coworkers. These
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y ligandsareeffectiveforuseinasymmetrictransformationreactions,with
Jul particularattentiongiventopalladiumandrhodium-catalysedprocesses.
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d challenging area of C–F bond activation through the use of gold-based
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sh catalysis.
ubli Finally, Conrad Goodwin and David Mills highlight some of the
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outstandingcontributionssilylamideligandshavebeenmadetof-element
chemistryoverthelasthalf-century.Thereviewincludesdiscussionofthe
remarkable bonding motifs that can be adopted, and synthetic utility of
these species.
It is clear from the range of articles in this volume that modern
organometallic chemistry has a broad scope. It continues to play an
important role in both established and emerging fields, ensuring the
importanceofthistopicasitcontinuestoexpandcontinuesintheyears
to come.
Ian Fairlamb
Jason Lynam
Paul Elliott
Nathan Patmore
Organomet.Chem.,2017,41,v–v | v
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CONTENTS
Cover
Thecoverimageshowsthe
organopalladiumcompound
Pd (dba) .ImagebyPrecision
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GraphicServices.
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y Recent developments and applications of Lewis acidic 1
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3 Applications of novel boranes and borocations 7
4 Advanced applications of Lewis acidic boron reagents 12
5 Main group catalysis using boron reagents 17
6 Conclusions 23
References 24
Masked low-coordinate main group species in synthesis 28
David J. Liptrot
1 Scope 28
2 Notes 28
3 Introduction 29
4 Masking strategies 30
5 A diversion: group 12 30
6 Low-coordinate monomers of group 13 elements 31
7 Low-coordinate dimers of group 13 elements 33
Organomet.Chem.,2017,41,vii–ix | vii
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8 Low-coordinate monomers of group 14 elements 33
9 Low-coordinate dimers of group 14 elements 36
10 Low-coordinate monomers of group 15 elements 37
11 Low-coordinate dimers of group 15 elements 38
12 Low-coordinate main group heterodimers 39
13 Conclusion 41
References 42
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23- The diiron centre: Fe2(CO)9 and friends 48
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6 Graeme Hogarth
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7 1 Introduction 48
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7 2 Fe (CO) : structure 49
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0 2 9
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oi: 5 Unsaturated derivatives Fe (CO) [x¼8–6] 56
d 2 x
sc.org | 67 IRsaodeilceacltraonniiocndse[rFivea2(tCivOes)x[](cid:3)Fea2n(CdOc)a8]t2i(cid:3)onasn[dFe[H2(CFeO2)(xC]1O)8](cid:3) 5681
ubs.r 8 Derivatives of Fe2(CO)9 and [Fe2(CO)8]2(cid:3): general 63
p://p comments
htt 9 Replacement of bridging carbonyl(s): 63
7 on Fe2(CO)6(m-CO)3(cid:3)n(m-X2)n
201 10 Derivatives with bidentate ligands: Fe2(CO)6(m-CO)(m-L2) 68
y and Fe (CO) (k2-L )(m-CO)
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25 J 11 Derivatives of [Fe2(CO)8]2(cid:3): Fe2(CO)8(k1-X)2 and 71
d on Fe2(CO)6(k1-LX)2
e 12 Fe (CO) (m-S ) and related chalcogenide complexes 73
h 2 6 2
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P phosphorus analogues
14 Thionitroso Fe (CO) (m-RNS) and alkyne 77
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Fe (CO) (m-RCCR) complexes
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15 [Fe (CO) (m-CO)(m-LX)](cid:3) 78
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16 Fe (Z4-C R ) (m-CO) and related terminally substituted 80
2 4 4 2 3
derivatives
17 Concluding remarks 81
References 81
Taddol and Binol-derived chiral phosphonites in 93
asymmetric catalysis
Graeme W. Bowling, James T. Fleming, Arne Ficks and Lee J. Higham
1 Introduction 93
2 Stereoelectronic profile of phosphonites 94
3 Taddol-derived chiral phosphonites 94
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4 Binol-derived chiral phosphonites 100
5 Conclusion 107
Acknowledgements 107
References 108
Gold-catalysed C–F bond activation 110
7 Ji-Yun Hu and Jun-Long Zhang
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62 3 Summary and outlook 119
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oi: Silylamides: towards a half-century of stabilising remarkable 123
g | d f-element chemistry
c.or Conrad A. P. Goodwin and David P. Mills
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htt 3 Reactivity 134
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Organomet.Chem.,2017,41,vii–ix | ix
Abbreviations
Ac acetate
acac acetylacetonate
acacen N,N0-ethylenebis(acetylacetone iminate)
Ad adamantyl
AIBN azoisobutyronitrile
0 ampy 2-amino-6-methylpyridine
1
P0 Ar aryl
F
3- Ar* 2,4,6-tri(tert-butyl)phenyl
2
269 Ar0f 3,5-bis(trifluoromethyl)phenyl
26 arphos 1-(diphenylphosphino)-2-(diphenylarsino)ethane
8
17 ATP adenosine triphosphate
8
97 Azb azobenzene
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3 9-BBN 9-borabicyclo[3.3.1]nonane
0
1
0. BHT 2,6-dibutyl-4-methylphenyl
1
oi: Biim biimidazole
d
g | BINAP 2,20-bis(diphenylphosphino)-1,10-binaphthyl
or bipy 2,20-bipyridyl
c.
s.rs Bis bis(trimethylsilyl)methyl
b
u bma 2,3-bis(diphenylphosphino)maleic anhydride
p
p:// BNCT boron neutron capture therapy
htt Bp biphenyl
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7 o bpcd 4,5-bis(diphenylphosphino)cyclopent-4-ene-1,3-dione
1
0 bpk benzophenone ketyl (diphenylketyl)
2
uly Bpz4 tetra(1-pyrazolyl)borate
5 J But bpy 4,40-di-tert-butyl-2,20-bipyridine
2 2
on t-bupy tert-butylpyridine
d
e Bz benzyl
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s
bli Bzac benzoylacetonate
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P cbd cyclobutadiene
1,5,9-cdt cyclododeca-1,5,9-triene
chd cyclohexadiene
chpt cycloheptatriene
CIDNP chemically induced dynamic nuclear polarisation
[Co] cobalamin
(Co) cobaloxime [Co(dmg) derivative]
2
cod cycloocta-1,5-diene
coe cyclooctene
cot cyclooctatriene
CP/MAS cross polarisation/magnetic angle spinning
Cp Z5-cyclopentadienyl
CpR Z5-alkylcyclopentadienyl
Cp* Z5-pentamethylcyclopentadienyl
Cp0 trimethylsilylcyclopentadienyl
Cp00 tetramethylethylcyclopentadienyl
CV cyclic voltammetry(ogram)
CVD chemical vapour deposition
x | Organomet.Chem.,2017,41,x–xiv
(cid:2)c TheRoyalSocietyofChemistry2017