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Chemogenesis: The Literature References
This
page gives the literature references and suggested background reading to
the material covered in the chemogenesis web book.
The Top Ten Literature
References
- Ian Fleming, Frontier
Orbitals and Organic Chemical Reactions, J.Wiley & Sons (1976).
A 250 page soft-back
book which reviewed the emerging FMO ideas by setting them in context
with numerous real examples. This book is a modern classic and is
still available. For
those readers familiar with the Fleming book, the chemogenesis story
can be considered as an adjunct to chapter 3, Ionic Reactions, the
only part of the Fleming book that is not logically complete.
- Stephen G. Davies
(series editor) Oxford Chemistry Primers, OUP. This build-your-own-book
series is excellent:
- 1 Susan E. Thomas,
Organic Synthesis: The role of B and Si
- 2 Laurence M.
Harwood, Polar Rearrangements
- 8 Moody & Whitham, Reactive Intermediates
- 15 Mark J. Winter,
Chemical Bonding
- 35 G. Denis Meakins,
Functional Groups
- 38 Bailey & Morgan, Organonitrogen Chemistry
- 39 Wayne & Wayne, Photochemistry
- 40 Lawrence,
Rodger & Compton, Foundations of Physical Chemistry
- 51 N.C. Norman,
Periodicity and the s- and p-Block Elements
- 67 Ian Fleming,
Pericyclic Reactions
- 69 John R. Chipperfield,
Non-aqueous Solvents
- 90 John Saunders,
Top Drugs and Synthetic Routes
- 91 M. John Perkins,
Radical Chemistry
- March, J. Advanced
Organic Chemistry: Reactions, Mechanism and Structure 1-1328 (McGraw-Hill
Kogakusha, Ltd, Toyko, 1977).
- Pauling, L. The
Nature of the Chemical Bond 1-644 (Cornell University Press, Ithaca,
New York, 1960).
- Atkins, P.W. in
Physical Chemistry(Oxford University Press, Oxford, 1986).
- Jolly, W.L. Modern
Inorganic Chemistry 1-610 (McGraw-Hill Book Company, New York, 1984).
- Huheey, J.E. Inorganic
Chemistry (Harper International SI Edition, Cambridge, ).
- Laing, M. A Tetrahedron
of Bonding. Education in Chemistry (1993).
- Klopman, G. Chemical
Reactivity and the Concept of Charge- and Frontier- Controlled Reactions.
J. Am. Chem. Soc. 90, 223-234 (1968).
- Pearson, R.G. Hard
and Soft Acids and Bases. Journal of the American Chemical Society 85,
3533-3539 (1963).
Bondng
- Allen, L.C. Extension
and Completion of the Periodic Table. Journal of the American Chemical
Society 114, 1510-1511 (1992).
- Baird, N.C. The
Chemical Bond Revisited. Journal of Chemical Education 63, 660-664 (1986).
- Bernardi, F., Bottoni,
A., Venturini, A. & Mangini, A. The Stabilisation of alpha-Substituted
Oxy- and Thiocarbaniuons. Journal of The Americal Chemical Society 108,
8171-8175 (1986).
- Constable, E.C.
A New Challange to Valency. Nature 353, 600-601 (1991).
- DeKock, R.L. The
Chemical Bond. Journal of Chemical Education 64, 934-941 (1987).
- Dunbar, R.C. The
Influence of Electrons on Each Other in a Molecule: Correlation of Electron
Motions in H2. Journal of Chemical Education 66, 463-466 (1989).
- Hudson, G.K. and
R.F. Klopmann Theoret. Chim. Acta. 8, 165 (1967).
- Laing, M. A Tetrahedron
of Bonding. Education in Chemistry (1993).
- Lewis, G.N. The
Atom and The Molecule. J.Am.Chem.Soc. 38, 762-764 (1916).
- Lewis, G.N. Valence
and Structure of Atoms and Molecules (The Chemical Catalogue Company,
New York, 1923).
- McWeeney, R. Back
to the Valence Bond. Nature 323, 666-667 (1986).
- Ogilvie, J.F. The
Nature of the Chemical Bond1990: There Are No Such Things as Orbitals.
Journal of Chemical Education 67, 280-289 (1990).
- Palke, W.E. Double
Bonds Are Bent Equivalent Hybrid (Banana) Bonds. Journal of the American
Chemical Society 108, 6543-6544 (1986).
- Pross, A. &
Shaik, S.S. A Qualitative Valence-Bond Approach to Organic Reactivity.
Accounts of Chemical Research 16, 363-370 (1983).
- Reed, J.L. The
Lewis Structure: An Expanded Perspective. Journal of Chemical Education
71, 98-100 (1994).
- Ritchie, J.P. &
Bachrach, S.M. Bond Paths and Bond Properties of Carbon-Lithium Bonds.
Journal of the American Chemical Society 109, 5909-5916 (1987).
- Schmidt, M.W.,
Truong, P.N. & Gorgon, M.S. π-Bond
Strengths in the Second and Third Periods. Journal of the Americal Chemical
Society 109, 5217-5227 (1987).
- Siddarth, P. &
Gopinathan, M.S. Valence Correlation Diagrams. Journal of The Americal
Chemical Society 110, 96-104 (1988).
- Simons, J. There
Are No Such Things as OrbitalsAct Two! Journal of Chemical Education
68, 131-132 (1991).
- Slee, T.S. On the
Correspondance between Simple Orbital Concepts and Molecular Electron
Distributions. Journal of the American Chemical Society 108, 7541-7548
(1986).
- Smith, D.W. Electronegativity
in Two Dimensions. Journal of Chemical Education 67, 911-914 (1990).
- Sproul, G.D. Electronegativity
and Bond Type. Journal of Chemical Education 70, 531-534 (1993).
- Winter, C.E. Stereoelectronic
Effects, Tau Bonds, and Cram's Rule. Journal of Chemical Education 64,
587-590 (1987).
- Karafiloglou, P.
& Ohanessian, G. Understanding Molecular Orbital Wave Functions
in Terms of Resonance Structures. Journal of Chemical Education 68,
583-586 (1991).
- McKelvey, D.R.
Relativistic Effects on Chemical Properties. Journal of Chemical Education
60, 112-116 (1983).
Brønsted Acids &
Hydrogen Bonding
- Barnes, A.J. &
Wright, M.P. Strongly Hydrogen-bonded Molecular Complexes Studied by
Matrix Isolation Vibrational Spectroscopy. Journal of the Chemical Society,
Faraday Transactions 2 82, 153-164 (1986).
- Bene, J.E.D., Frisch,
M.J., Raghavachari, K. & Pople, J.A. Molecular Orbital Study of
Some Protonated Bases. Journal of Physical Chemistry 86, 1529-1535 (1982).
- Cybulski, S.M.
& Scheiner, S. Hydrogen Bonding and Proton Transfer Involving Triply
Bonded Atoms. Acetylene and HCCH and HCN. Journal of the Americal Chemical
Society 109, 4199-4206 (1987).
- Kollman, P. &
Rothenberg, S. Theoretical Studies of Basicity. Proton Affinities of
Some Simple Bases. Journal of the American Chemical Society 99, 1333-1342
(1977).
- Larson, J.W. &
McMahon, T.B. Hydrogen Bonding in Gas Phase Anions. The Energetics of
Interaction between Cyande Ion and Brønsted Acids Determined
from Ion Cyclotron Resonance Cyanide Exchange Equilibria. Journal of
the Americal Chemical Society 109, 6230-6236 (1987).
- Rodham, D.A., et
al. Hydrogen Bonding in the Benzene-ammonia Dimer. Nature 362, 735-737
(1993).
- Saykally, R.J.
& Blake, G.A. Molecular Interactions and Hydrogen Bond Tunneling
Dynamics: Some New Perspectives. Science 259, 1570-1575 (1993).
- Siggel, M.R.F.,
Thomas, T.D. & Saethre, L.J. Ab Initio Calculation of Brønsted
Acidities. Journal of the American Chemical Society 110, 91-96 (1988).
Data Sources
- Aldrich. Catalog
Handbook of Fine Chemicals 1994-1995 (Aldrich, Milwaukee, 1994).
- Aylward, G.H. &
Findlay, T.J.V. SI Chemical Data 1-127 (John Wiley & Sons Australasia,
Sydney, 1971).
- Brady, J.E. &
Holum, J.R. Chemistry: The Study of Matter and Its Changes 1-1150 (John
Wiley & Sons, Inc., New York, 1993).
- Brock, W.H. in
The Fontana History of Chemistry (Fontana, London, 1992).
- Butler, J.N. Solubility
and pH Calculations 1-104 (Addison-Wesley, Reading MA, 1964).
- Cotton, F.A. &
Wilkinson, G. Advanced Inorganic Chemistry 1-1136 (Interscience, New
York, 1966).
- Diamond, D. &
Hantarry, V.C.A. Spreadsheet Applications in Chemistry using Microsoft
Excel 1-244 (John Wiley & Sons, New York, 1997).
- Gaeng, P. Excel
for Science and Technology 1-329 (Abacus, Grand Rapids, MI, 1993).
- Gordus, A.A. Chemical
Equilibrium. I. The Thermodynamic Equilibrium Constant. Journal of Chemical
Education 68, 138-140 (1991).
- Gordus, A.A. Chemical
Equilibrium. II. Deriving an Exact Equilibrium Equation. Journal of
Chemical Education 68, 215-217 (1991).
- Gordus, A.A. Chemical
Equilibrium. III. A Few maths Tricks. Journal of Chemical Education
68, 291-293 (1991).
- Gordus, A.A. Chemical
Equilibrium. IV. Weak Acids and Bases. Journal of Chemical Education
68, 397-399 (1991).
- Gordus, A.A. Chemical
Equilibrium. V. Seeing an Endpoint in Acid-Base Titrations. Journal
of Chemical Education 68, 566-568 (1991).
- Gordus, A.A. Chemical
Equilibrium. VI. Buffer Solutions. Journal of Chemical Education 68,
656-658 (1991).
- Gordus, A.A. Chemical
Equilibrium. VII. Approximations in Acid-Base Titrations. Journal of
Chemical Education 68, 759-761 (1991).
- Gordus, A.A. Chemical
Equilibrium. VIII. Precipitates. Journal of Chemical Education 68, 927-930
(1991).
- Hoffmann, R. Building
Bridges Between Inorganic and Organic Chemistry (Nobel Lecture). Angewandte
Chemie, International Edition in English 21, 711-800 (1982).
- Lind, G. Teaching
Inorganic Nomenclature. Journal of Chemical Education 69, 613-614 (1992).
- Loewenthal, H.J.E.
Guide for the Perplexed Organic Experimentalist 1-174 (Heyden, London,
1980).
- The Merck Index,
An Encyclopedia of Chemicals and Drugs (Merck & Co., Inc., Rathway,
NJ, 1968).
- The Oxford English
Dictionary (Clarendon Press, Oxford, 1989).
Hard Soft Acid Base Principle
- Ho, T.-L. The Hard
Soft Acids Bases (HSAB) Principle and Organic Chemistry. Chemical Reviews
75, 1-20 (1975).
- Ishida, K., Kadowaki,
S. & Yonezawa, T. New Scale of the Ionic Character of the Chemical
Bond Using Multiconfigurational SCF Wave Functions. Bullitin of the
Chemical Society of Japan 54, 967-970 (1981).
- Klopman, G. Chemical
Reactivity and the Concept of Charge- and Frontier- Controlled Reactions.
J. Am. Chem. Soc. 90, 223-234 (1968).
- Pearson, R.G. Absolute
electrronegativity and hardness. Chemistry in Britain 27, 444-447 (1991).
- Pearson, R.G. Acids
and Bases. Science 151, 172-177 (1966).
- Pearson, R.G. Chemical
Hardness: Applications from Molecules to Solids 1-195 (Wiley-VCH, Weinheim.New
York. Chichester.Brisbane.Singapore.Toronto, 1997).
- Pearson, R.G. Equilibrium
Constants, Oxidation Potentials, and Nucleoplilicity in SN2 Displacements.
Journal of Organic Chemistry 52, 2131-2136 (1987).
- Pearson, R.G. Hard
and Soft Acids and Bases. Chemistry in Britain 3, 103-107 (1967).
- Pearson, R.G. Hard
and Soft Acids and Bases, HSAB, Part 1 Fundamental principles. Journal
of Chemical Education 45, 581-587 (1968).
- Pearson, R.G. Hard
and Soft Acids and Bases. Journal of the American Chemical Society 85,
3533-3539 (1963).
- Pearson, R.G. Ionization
Potentials and Electron Affinities in Aqueous Solution. Journal of the
Americal Chemical Society 108, 6109-6114 (1986).
- Pearson, R.G. Recent
Advances in the Concept of Hard and Soft Acids and Bases. Journal of
Chemical Education 64, 561-567 (1987).
- Pearson, R.G. &
Songstad, J. Symbiotic Effects in Nucleophilic Displacement Reactions
on Carbon. Journal of Organic Chemistry 32, 2899-2900 (1967).
- Irving, H., Williams,
R.J.P., J.Chem.Soc., 3192-3210, (1953)
- Ahrland, S, Chatt,
J, and Davies, N.R., Quart. Rev. Chem. Soc. 12, 265-276 (1958)
Computer Modelling
- Aduldecha, S.,
et al. The Use of the Desktop Molecular Modeller Software in Teaching
of Structural Chemistry. Journal of Chemical Education 68, 576-584 (1991).
- Boyd, D.B. &
Lipkowitz, K.B. Molecular Mechanics: The Method and its Underlying Philosophy.
Journal of Chemical Education 59, 269-274 (1982).
- Clark, T. A Handbook
of Computational Chemistry (J.Wiley and Sons, Chichester, 1985).
- Cox, P.J. Molecular
Mechanics: Illustrations of Its Applications. Journal of Chemical Education
59, 275-277 (1982).
- Cremer, D. &
Gauss, J. Thoertical Determination of Molecular Structure and Conformation.
20. Reevaluation of the Strain Energies of Cyclopropane and Cyclobutane
CC and CH Bond Energies, 1,3-Interactions and sigma-Aromaticity.
Journal of the Americal Chemical Society 108, 7467-7477 (1986).
- DeFrees, D.J.,
Raghavachari, K., Schlegel, H.B. & Pople, J.A. Effect of Electron
Correlation of Theoretical Equilibrium Geometries. 2. Comparison of
Third-Order Pertibation and Configuration Interaction Results with Experiment.
Journal of the Americal Chemical Society 104, 5576-5580 (1982).
- Hinchliffe, A.
Computational Quantum Chemistry 1-112 (John Wiley & Sons, Chichester,
1988).
- Hirst, D.M. A Computational;
Approach to Chemistry (Blackwell Scientific Publications, ).
- Salatin, T.D. &
Jorgensen, W.L. Computer-Assisted Mechanistic Evaluation of Organic
Reactions. 1. Overview. Journal of Organic Chemistry 45, 2043-2051 (1980).
- Sauers, R.R. Molecular
Mechanics in the Undergraduate Curriculum. Journal of Chemical Education
68, 816-818 (1991).
- Schaefer, H.F.
Methylene: A Paradigm for Computational Chemistry. Science 231, 1100-1107
(1986).
- Stewart, J.J.P.
MOPAC A Semiempirical Molecular Orbital Program. Journal of Computer-Aided
Molecular Design 4, 1-105 (1990).
- Wavefunction. PC
Spartan Plus, Tutorial and Users Guide 1-183 (Wavefunction, Irvine,
CA, 1997).
- Wissner, A. HMO
Version 1.1: A Hückel Molecular Orbital Program for the Macintosh.
Tetrahedron Computer Methodology 3, 63-71 (1990).
- Wolley, G. Must
a Molecule Have Shape? New Scientist , 53-57 (1988).
π-Systems
and Aromaticity
- Aihara, J.-I. Why
Aromatic Compounds Are Stable. Scientific American , 44-50 (1992).
- Cooper, D.L., Gerratt,
J. & Raimondi, M. The Electronic Structure of The Benzene Molecule.
Nature 323, 699-701 (1986).
- Salem, L. The Molecular
Orbital Theory of Conjugated Systems (W.A. Benjamin Inc., New York,
1966).
- Shaik, S.S., Hiberty,
P.C., Lefour, J.-M. & Ohanessian, G. Is Delocalisation a Driving
Fource in Chemistry? Benzene, Allyl Radical, Cyclobutadiene, and their
Isoelectronic Species. Journal of the Americal Chemical Society 109,
363-374 (1987).
Textbooks
- Atkins, P.W. in
Physical Chemistry(Oxford University Press, Oxford, 1986).
- Isaacs, N.S. Physical
Organic Chemistry 1-828 (Longman Scientific & Technical, Harlow,
1987).
- Huheey, J.E. Inorganic
Chemistry (Harper International SI Edition, Cambridge, ).
- Jolly, W.L. Modern
Inorganic Chemistry 1-610 (McGraw-Hill Book Company, New York, 1984).
- Joule, J.A. &
Smith, G.F. Heterocyclic Chemistry 1-378 (Van Nostrand, London, 1978).
- March, J. Advanced
Organic Chemistry: Reactions, Mechanism and Structure 1-1328 (McGraw-Hill
Kogakusha, Ltd, Toyko, 1977).
- Norman, R.O.C.
Principles of Organic Synthesis 1-800 (Chapman and Hall, London, 1978).
- Orchin, M., Kaplan,
F., Macomber, R.S., Wilson, R.M. & Zimmer, H. The Vocabulary of
Organic Chemistry (1981).
- Parkins, A.W. &
Poller, R.C. An Introduction to Organometallic Chemistry 1-252 (Macmillan,
Basingstoke, 1986).
- Pauling, L. The
Nature of the Chemical Bond 1-644 (Cornell University Press, Ithaca,
New York, 1960).
- Pine, S.H. in Organic
Chemistry 98-105 (McGraw-Hill, New York, 1987).
Reactions
- Albright, T.A.
Structure and Reactivity in Organometallic Chemistry, an Applied Molecular
Orbital Approach. Tetrahedron , 1339-1388 (1982).
- Avramovitch, B.
& Rappoport, Z. Steroselectivity of Substitution of Good Nucleofuges
at the Stereoconvergence Region as a Tool for Investigating the Rapid
Step of Nucleophilic Vinylic Substitution. Journal of the Americal Chemical
Society 110, 911-922 (1988).
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Simplest Chemical Reaction. New Scientist , 28-33 (1990).
- Bansal, R.K. Organic
Reaction Mechanisms 1-492 (Tata McGraw-Hill, New Delhi, 1986).
- Bartoli, G. &
Todesco, P.E. Nucleophilic Substitution. Linear Free Energy Relationships
between Reactivity and Physical Properties of Leaving Groups and Substrates.
Accounts of Chemical Research 10, 125-132 (1977).
- Biellmann, J.-F.
Organic Reactions 1-1 (1982).
- Blake, J.F. &
Jorgensen, W.L. Ab Inito Study of the Displacement Reactions of Chloride
Ion with Formyl and Acetyl Chloride. Journal of the American Chemical
Society 109, 3856-3861 (1987).
- Bordwell, F.G.
& Hughes, D.L. Base-Catalysed Isomerisation of 3-Butenenitrile.
Relative Nucleophilicities of Carbanions, Nitranions, Oxyanions and
Thioanions towards Hydrogen. Journal of the American Chemical Society
107, 4737-4744 (1985).
- Bosnich, B. Asymmetric
Catalysis. Chemistry in Britain , 808-811 (1984).
- Bruce, M.I. Cyclometallation
Reactions. Angewe. Chem. Int. Ed. Engl. 16, 73-86 (1977).
- Burnier, J.S. &
Jorgensen, W.L. Computer-Assisted Mechanistic Evaluation of Organic
Reactions. 7. Six-Electron Cycloadditions. Journal of Organic Chemistry
48, 3923-3941 (1983).
- Cambell, M.L. &
Waite, B.A. The Ka Values of Water and Hydronium ion for Conparison
with Other Acids. Journal of Chemical Education 67, 386-388 (1990).
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Chemistry. Science 259, 1552-1558 (1993).
- Cawley, J.J. The
Determination of "Apparent" pKa's. Journal of Chemical Education 70,
596-598 (1993).
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Cheng, X.-M. The Logic of Chemical Synthesis 1-436 (John Wiley &
Sons, New York, 1989).
- Crowley, P.J.,
Leach, M.R., Meth-Cohn, O. & Wakefield, B.J. Ring Opening of an
Alkylidenedithiane via Thiophilic Attack by Organolithium Compounds.
Journal of Chemical Reesearch (S) , 128 (1992).
- Evanseck, J.D.,
Blake, J.F. & Jorgensen, W.L. Ab Initio Study of the SN2 Reactions
of OH- and OOH- with CH3Cl. Journal of the American Chemical Society
109, 2349--2353 (1987).
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Fieser, M. Reagents for Organic Synthesis (John Wiley & Sons, New
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Orbitals and Organic Chemical Reactions 1-249 (John Wiley and Sons,
Chichester, 1976).
- Fleming, I, Pericyclic
Reactions, Oxford Chemistry Primers 67, OUP, (1999)
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Characterization and Taxonomy of Organic Reactions. Journal of Chemical
Education 67, 290-293 (1990).
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P.L. & Setzer, W.N. Transition Metal Complexes with 1,4,7-Trithiacyclononane.
Journal of Chemical Education 68, 605-606 (1991).
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& Seebach, D. Umpolung of the Reactivity of Carbonyl Compounds Through
Sulfur Containing Reagents. Synthesis , 357-395 (1977).
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Towards an Organic Chemist's Periodic Table. Journal of Chemical Education
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Ring Size and Metal Ion Selection. Journal of Chemical Education 69,
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Hill, R.R. The Structures and Reactions of Simple Aromatic Heterocyclic
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Addition of Alkyl- and Arylpalladium Chlorides to Conjugated Dienes.
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Arylation of Allylic Alcohols with Organopalladium Compounds. A New
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G., Gauss, J., Cremer, D. & Collins, J.R. Helium Chemistry: Theoretical
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Kolb, D. Organic Chemicals from Carbon Monoxide. Journal of Chemical
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Volmer, M. Organic Syntheseses, Reaction Guide 1-854 (John Wiley &
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D.M. & Aitken, R.A. Guidebook to Organic Synthesis 1-387 (Longman
Scientific and Technical, Harlow, 1990).
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and Lamb Chemistry. Science 217, 719-721 (1982).
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C., Rubow, M. & Schneider, R. Control of Relative Electrophilicity
of Alkylating Agents by Variation of the Lewis Acid Concentration. Angew.
Chem. Int. Ed. Engl. 26, 1029-1030 (1987).
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Raymond, K.N. & Smith, P.H. Molecular Recognition and Metal Ion
Template Synthesis. Science 244, 938-943 (1989).
- Mehta, G. Stepwise
Metathesis. Journal of Chemical Education 59, 313-316 (1982).
- Meyer, G.R. Conjugate
and Nonconjugate Reduction with LiAlH4 and NaBH4. Journal of Chemical
Education 58, 628-630 (1981).
- Milgrom, L. Chemists
Clock Chemical Reaction. New Scientist , 32 (1988).
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Nya, M.J. Rationisation of Cycloaddition Behaviour by Use of Hückel
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Whitham, G.H. Reactive Intermediates 1-89 (Oxford Science Publications,
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Education 58, 32-36 (1981).
- Nicolaou, K. The
Magic of Enediyne Chemistry. Chemistry in Britain , 33-36 (1994).
- Rossi, R.A., Pierini,
A.B. & Palacios, S.M. The SRN1 Mechanism as a Route to Nucleophilic
Substitution on Aryl Halides. Journal of Chemical Education 66, 720-722
(1989).
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Labinger, J.A. Patterns in Organometallic Chemistry with Application
in Organic Synthesis. Journal of Chemical Education 57, 170-175 (1980).
- Simkins, N.S. 100
Modern Reagents 1-203 (The Royal Society of Chemistry, London, 1989).
- Smith, M.B. Organic
Synthesis 1-1595 (McGraw-Hill, Inc., New York, 1994).
- Stirling, C.J.M.
Leaving Groups and Nucleofugality in Elimination and other Organic Reactions.
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