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The Resource Functionalization of Carborane Via Carboryne Intermediates

Functionalization of Carborane Via Carboryne Intermediates

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Functionalization of Carborane Via Carboryne Intermediates
Title
Functionalization of Carborane Via Carboryne Intermediates
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Subject
Language
eng
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Cataloging source
MiAaPQ
Literary form
non fiction
Nature of contents
dictionaries
Series statement
Springer Theses Ser
Functionalization of Carborane Via Carboryne Intermediates
Label
Functionalization of Carborane Via Carboryne Intermediates
Link
http://libproxy.rpi.edu/login?url=https://ebookcentral.proquest.com/lib/rpi/detail.action?docID=4539646
Publication
Copyright
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Carrier category
online resource
Carrier category code
cr
Carrier MARC source
rdacarrier
Color
multicolored
Content category
text
Content type code
txt
Content type MARC source
rdacontent
Contents
  • Parts of this thesis have been published in the following journal articles: -- Supervisor's Foreword -- Acknowledgments -- Contents -- List of Figures -- List of Tables -- 1 Introduction -- 1.1 Skeletal Transformation -- 1.1.1 Thermal Cage Rearrangement -- 1.1.2 Deboronation -- 1.1.3 Reductive Cage Opening -- 1.2 Boron Substitution -- 1.2.1 Electrophilic Substitution -- 1.2.2 Nucleophilic Substitution -- 1.2.3 Direct B-H Bond Functionalization -- 1.2.4 Carbene/Carbenoid Insertion of B-H Bond -- 1.3 Carbon Substitution -- 1.3.1 Nucleophilic Substitution -- 1.3.2 Transmetalation -- 1.3.3 Lithium-Halogen Exchange -- 1.4 Dehydrogenation to o-Carboryne -- 1.4.1 Generation and Trapping of o-Carborynes -- 1.4.1.1 From 1-Bromo-2-Lithio-o-Carborane -- 1.4.1.2 From 1-Iodo-2-Lithio-o-Carborane -- 1.4.1.3 From Phenyl[o-(Trimethylsilyl)Carboranyl]Iodonium Acetate -- 1.4.2 Reactivity -- 1.4.2.1 Diels-Alder Reactions of o-Carboryne -- 1.4.2.2 Ene Reactions of o-Carborynes -- 1.4.2.3 [2 + 2] Cycloaddition Reactions of o-Carborynes -- 1.4.2.4 C-H Bond Insertion Reactions of o-Carborynes -- 1.4.3 Transition Metal-Carboryne Complexes -- 1.4.4 Bonding and Structure -- 1.5 Research Objectives -- References -- 2 Regioselective Insertion of o-Carborynes into Ü-C{u2212}H Bond of Tertiary Amines -- Abstract -- 2.1 Introduction -- 2.2 Reaction of o-Carborynes with Tertiary Amines -- 2.3 Mechanistic Studies on Ü-Carboranylation of Amines -- 2.4 DFT Calculations on Ü-Carboranylation of Amines -- 2.5 Summary -- References -- 3 Synthesis of Carborane-Functionalized Heterocycles: Dearomative [2 + 2] Cycloaddition and sp2 C-H Insertion Reaction -- Abstract -- 3.1 Introduction -- 3.2 Reaction of o-Carboryne with N-TMS Indoles -- 3.3 Effects of N-Substituents -- 3.4 Reaction of o-Carborynes with N-Methyl Indoles -- 3.5 Reaction of o-Carboryne with Other N-Heterocycles
  • 3.6 Transformation of [2 + 2] Cycloadducts -- 3.7 Mechanistic Study -- 3.8 Summary -- References -- 4 Reaction of o-Carboryne with Nitrones: A Formal [5 + 2] Cycloaddition -- Abstract -- 4.1 Introduction -- 4.2 Reaction of o-Carboryne with Nitrones -- 4.3 Mechanistic Studies -- 4.4 Summary -- References -- 5 1,3-Dehydro-o-Carborane: Generation and Reaction with Arenes -- Abstract -- 5.1 Introduction -- 5.2 Generation of 1,3-Dehydro-o-Carborane: Precursor Design -- 5.3 3-(N2+BF4{u2212})-o-C2B10H11: A More Efficient Precursor -- 5.4 Reactivity of 1,3-Dehydro-o-Carborane Toward Arenes -- 5.5 Thermal Rearrangement -- 5.6 Summary -- References -- 6 Ene Reaction of 1,3-Dehydro- o-Carborane -- Abstract -- 6.1 Introduction -- 6.2 Ene Reaction of 1,3-Dehydro-o-Carborane: Reactivity Toward Alkenes -- 6.3 Ene Reaction of 1,3-Dehydro-o-Carborane: Reactivity Toward Alkynes -- 6.4 Mechanistic Study -- 6.5 Summary -- References -- 7 Cage Boron Arylation of o-Carborane via Metal-Free, Visible-Light-Mediated Radical Coupling -- Abstract -- 7.1 Introduction -- 7.2 B(3)-Arylation of o-Carborane: A Radical Approach -- 7.3 Mechanistic Study -- 7.4 Summary -- References -- 8 Conclusion -- Experimental Section -- Control Experiments -- Kinetic Isotope Effect Experiments -- Transformation of the [2 + 2] Cycloadducts -- Control Experiments -- Deuterium Experiments -- Preparation of 3-Diazonium-o-carborane Tetrafluoroborate (V-1) -- General Procedure for Pyrolysis of Cycloadducts
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Extent
1 online resource (180 pages)
Form of item
online
Isbn
9789811015694
Media category
computer
Media MARC source
rdamedia
Media type code
c
Sound
unknown sound
Specific material designation
remote

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