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Tables of Contents for Concerted Organic and Bio-Organic Mechanisms
Chapter/Section Title
Page #
Page Count
Definitions
1
18
Origin of the concept
1
1
Mechanism and its description
2
3
The definition of concertedness
5
4
Bond order and coupling
9
1
Potential energy or free energy?
10
2
Classes of concerted reactions
12
7
Techniques
19
34
Detection of intermediates
19
6
Instrumental
19
2
Stereochemistry
21
1
Positional isotope exchange
22
1
Trapping
23
1
Cross-over
24
1
Non-linear free energy correlations
24
1
Exclusion of stepwise mechanisms
25
15
Free energy correlations
25
4
Estimation of rate constants
29
3
Primary isotope effects
32
1
Double isotope fractionation
33
2
Energetics
35
5
Transition state structure
40
13
Free energy correlations
40
1
Coupling between bonding changes
41
2
Multiple isotope effects
43
3
Theory
46
7
Proton Transfer
53
42
Proton transfer between bases
53
4
Proton transfer and displacement reactions at saturated carbon centres
57
7
Electrophilic displacement
57
2
Nucleophilic displacement
59
2
Intermolecular reactions
61
2
Intramolecular reactions
63
1
Proton transfer and double bond changes
64
20
Formation of alkenes
64
3
Energy calculations
67
1
Lifetimes
68
1
Reactions at the carbonyl group
69
1
Mutarotation and enzyme models
70
1
Reactions of carboxylic acid derivatives
71
6
Condensation at ketones and aldehydes
77
3
Heterocumulenes
80
3
Reactions involving the C = S bond
83
1
Non-perfect synchronization
84
11
The nitroalkane anomally
84
1
Product-stabilising factors and the intrinsic barrier
85
1
Hydrogen-bonding and catalysis
86
9
Nucleophilic Displacements at Unsaturated Carbon
95
34
Displacements at the carbonyl group
96
17
Mechanisms
96
2
Demonstration of intermediates
98
2
Free energy correlations
100
4
Estimation of rate constants
104
1
Free energy considerations
105
3
Isotope effects
108
1
Cross-coupling studies
109
2
Molecular orbital theory
111
2
Vinyl group transfer
113
3
Mechanisms
113
1
In-line attack
113
2
Front-side attack
115
1
Nucleophilic aromatic substitution
116
6
Nucleophilic substitution at digonal carbon
122
7
Nucleophilic Displacements at Saturated Carbon
129
30
Mechanisms
129
2
The carbenium ion
131
1
Ion-pair intermediates
132
4
The concerted mechanism
136
23
Application of ``clocking'' reactions
136
4
Isotope effects
140
2
Front-side displacement
142
17
Displacement Reactions at Heteroatoms
159
42
Electrophilic displacement at hydrogen
160
3
Nucleophilic displacement at saturated nitrogen
163
2
Nucleophilic displacement at silicon
165
3
Nucleophilic displacement at phosphorus(V)
168
13
The DN + AN mechanism
169
3
The AN + DN mechanism
172
1
Concerted mechanisms
172
1
Dissociative process
172
5
Associative process
177
4
Displacement at sulphur
181
20
Sulphonyl group transfer
182
1
Bimolecular displacement
182
1
The DN + AN mechanism
183
6
Transfer of sulphur(IV) and sulphur(II) acyl functions
189
12
Cyclic Reactions
201
22
Intermediates
201
4
Direct observation
201
3
Indirect exclusion
204
1
Clock reactions
205
3
Conformational change
205
2
Diffusion processes
207
1
Energetic relationships
208
1
Nascent products
209
2
Isotope effects
211
5
Theoretical methods
216
7
Enzyme Reactions
223
1
Proton transfer
224
1
Proton transfer coupled with acyl group migration
224
3
Proton transfer
227
1
Proton transfer
228
2
Hydrogen-bonds and enzyme catalysis
230
6
Theoretical calculations
236
3
Isotopes
239
1
Acyl group transfer
239
2
Double isotope fractionation
241
6
Carbohydrases
247
3
Aspartyl proteases
250
6
Hydride transfer
256
3
Amine oxidases
259
1
Carbon-carbon bond formation
260
3
Clocks
263
1
Cyclic reactions
264