Advances in Carbene Chemistry 1st Edition by UH Brinker ISBN 0444508929 9780444508928

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ISBN 10: 0444508929 
ISBN 13: 9780444508928
Author: UH Brinker

Our understanding of carbene chemistry has advanced dramatically, especially in the last decade, and new developments continue to emerge. Some of the recent exciting findings have been collected in the first and second volumes of “Advances in Carbene Chemistry”. With the third volume, the series continues to provide a periodic coverage of carbene chemistry in its broadest sense.

Beginning as chemical curiosities, carbenes are now solidly established as reactive intermediates with fascinating and productive research areas of their own. Five decades of divalent carbon chemistry have provided us with a vast repertoire of new, unusual, and surprising reactions. Some of those reactions, once classified as exotic, have become standard methods in organic synthesis. These highly reactive carbene species have been harnessed and put to work to achieve difficult synthetic tasks other reactive intermediates cannot easily perform.

The fruitful relationship between experiment and theory has pushed carbene chemistry further toward the direction of reaction control; that is, regio- and stereoselectivity in intra- and intermolecular addition and insertion reactions. The interplay between experiment and modern spectroscopy has led to the characterization of many carbenes that are crucial to both an understanding and further development of this field.

Advances in Carbene Chemistry 1st Table of contents:

I. INTRODUCTION
II. CHEMICAL EVIDENCE FOR CARBENE PROTONATION
III. SPECTROSCOPIC EVIDENCE FOR CARBENE PROTONATION
IV. KINETIC EVIDENCE FOR CARBENE PROTONATION
V. BASICITY OF CARBENES
VI. CONCLUSION AND OUTLOOK
REFERENCES
KINETICS OF INTRAMOLECULAR CARBENE REACTIONS
I. INTRODUCTION
II. THE YLIDE METHOD
III. REARRANGEMENTS IN THE EXCITED STATE VS. CARBENE-ALKENE COMPLEXES
IV. QUANTUM MECHANICAL TUNNELING
V. KINETIC ISOTOPE EFFECTS
VI. SUBSTITUENT EFFECTS ON SINGLET CARBENE REARRANGEMENTS
VII. KINETICS OF 1,2-REARRANGEMENTS
ACKNOWLEDGEMENTS
APPENDIX
REFERENCES
CARBENES IN MATRICES: SPECTROSCOPY, STRUCTURE, AND PHOTOCHEMICAL BEHAVIOR
I. INTRODUCTION
II. BACKGROUND
III. INDIVIDUAL CARBENES
IV. ANALOGS OF CARBENES
V. CONCLUSION
ACKNOWLEDGEMENTS
REFERENCES
REACTIONS OF 2,5-CYCLOHEXADIENYLIDENES INVESTIGATED BY DIRECT SPECTROSCOPIC METHODS
I. INTRODUCTION
II. 4-OXOCYCLOHEXA-2,5-DIENYLIDENE AND DERIVATIVES
III. OTHER CYCLOHEXADIENYLIDENES
ACKNOWLEDGEMENTS
REFERENCES
DIFFERENCES BETWEEN PHENYLCARBENE AND PHENYLNITRENE AND THE RING EXPANSION REACTIONS THEY UNDERGO
I. INTRODUCTION
II. EXPERIMENTAL AND EARLY THEORETICAL STUDIES
III. COMPUTATIONAL RESULTS ON THE MECHANISMS OF RING EXPANSION
IV. WHY ARE NITRENES MORE STABLE THAN CARBENES?
V. SUBSTITUENT EFFECTS ON THE RATES AND REGIOCHEMISTRY OF THE RING EXPANSION OF PHENYLNITRENE
VI. CONCLUSIONS
ACKNOWLEDGEMENTS
REFERENCES
PHOTOACOUSTIC CALORIMETRY OF CARBENES
I. INTRODUCTION
II. BACKGROUND
III. INSTRUMENTATION
IV. EXPERIMENTAL RESULTS
V. CONCLUSIONS
ACKNOWLEDGEMENTS
REFERENCES
SOME ASPECTS OF THE CARBENE BRIDGEHEAD–OLEFIN CARBENE REARRANGEMENT
I. INTRODUCTION
II. RECENT COMPUTATIONAL CONTRIBUTIONS TO THE FIELD
III. EXPERIMENTAL RESULTS
ACKNOWLEDGEMENTS
REFERENCES
INSERTION OF CARBENES INTO C—H BONDS OF ALKOXIDES
I. INTRODUCTION
II. REGIOSELECTIVITY OF THE CARBENE INSERTION INTO α C–H BONDS OF ALKOXIDES
III. STEREOCHEMISTRY OF THE OXYANION-PROMOTED C–H INSERTION REACTION
IV. OTHER CARBENE REACTIONS FOUND IN THE STUDY OF INSERTION REACTIONS
V. SUMMARY

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