C–H bonds (cont.)
functionalization, 19, 91, 115
C–H/C–H coupling, 48
C–H/N–H coupling, 54
C–H/X–H coupling, 57
C–N bonds, 41, 47, 115, 121
C–S bonds, 32, 39, 115
Carbonylation, 20, 31, 39, 40, 94
Catalysis, 91
Celogentin C, 137
Chelation assistance, 19
1-(Chloromethyl)-4-fluoro-1,4diazoniabicyclo[2.2.2]octane bis
(tetrafluoroborate), 127
Chlorophenyl cyclopropyl carbamates, 95
Concerted metalation–deprotonation (CMD),
20, 25, 36, 44, 96, 101, 104, 203
Copper, 47, 49
Coralydine, 147
Cross-dehydrogenative couplings, 15, 30
Cross metathesis, 180
Crykonisine, 144
Cycloadditions, 92, 171, 175
oxidative, 21–23
Cycloalkanes, metathesis, 157, 176
Cyclodecane, dehydrogenation, 192
1,9-Cyclohexadecadiene, 178
Cyclohexadecane, 178
Cyclohexadienes, 196
Cyclohexenyl bromide, 149
Cyclometalation, 2, 20, 25, 39
Cyclooctane, 176–179, 190–193
dehydrogenation, 190
metathesis, 176, 178
Cyclopropanes, 69, 74, 91–110
Cyclopropenes, 92
Cyclopropyl benzamide, 97
Cyclopropyl carboxamides, 102
Cyclopropyl halide, 92
Cyclopropyl methyl picolinamide, 103
Cyclopropyl oxindole, 99
Cyclopropyl spirooxindoles, 100
D
Decane, metathesis, 173
Decarboxylation, 116
1-Decene metathesis, 176
Dehydroaromatization, 196
Dehydrogenation, oxidative, 203
transfer, 189
Dehydrogenative coupling, 47
aromatic, 59
DFT, 63 ,67
Di-tert-butyl-4-methylphenol (BHT), 26
Dialkylphosphonates, 59
Diaryl sulfides, 40
Diarylmagnesium, 6
Diarylzinc, 3
Difluorination, 127
Dihydroquinolines, 95
2,3-Dimethylbutane, 179
3,6-Dimethylcyclohexene, 198
Directing groups, 2
Disulfides, 34
E
Epimerization, 99
Ethane, metathesis, 173
Ethane/toluene, cross metathesis, 180
Ethylbenzene, 196
Ethylcyclohexene, 198
Ethylene, 203
F
Ferracycles, 5
Fischer–Tropsch catalysis, 190
Fluorination, 116
G
Grignard reagents, 4
H
Hafnium, 160
Halogenation, 48, 49
N-Heterocyclic carbenes (NHCs), 58
Hexadienes, 198
Hexafluoro-2-propanol (HFIP), 58
Hexahydroindoles, 148
Hexenes, 198
Hibispeptin, 142
Homophenylalanine derivatives, 143
Hydro-metathesis, 182
Hydrocarbons, activation by [Tp
0 Rh(CNR)], 68
[Tp
0 Rh(PMe 3 )], 77
[Tp
0 Rh(P(OMe) 3 )], 82
Hydrosilylation, 116
Hydroxyphenyllactic (Hpla) subunits, 149
I
1-Indanamines, 148
210
Index
functionalization, 19, 91, 115
C–H/C–H coupling, 48
C–H/N–H coupling, 54
C–H/X–H coupling, 57
C–N bonds, 41, 47, 115, 121
C–S bonds, 32, 39, 115
Carbonylation, 20, 31, 39, 40, 94
Catalysis, 91
Celogentin C, 137
Chelation assistance, 19
1-(Chloromethyl)-4-fluoro-1,4diazoniabicyclo[2.2.2]octane bis
(tetrafluoroborate), 127
Chlorophenyl cyclopropyl carbamates, 95
Concerted metalation–deprotonation (CMD),
20, 25, 36, 44, 96, 101, 104, 203
Copper, 47, 49
Coralydine, 147
Cross-dehydrogenative couplings, 15, 30
Cross metathesis, 180
Crykonisine, 144
Cycloadditions, 92, 171, 175
oxidative, 21–23
Cycloalkanes, metathesis, 157, 176
Cyclodecane, dehydrogenation, 192
1,9-Cyclohexadecadiene, 178
Cyclohexadecane, 178
Cyclohexadienes, 196
Cyclohexenyl bromide, 149
Cyclometalation, 2, 20, 25, 39
Cyclooctane, 176–179, 190–193
dehydrogenation, 190
metathesis, 176, 178
Cyclopropanes, 69, 74, 91–110
Cyclopropenes, 92
Cyclopropyl benzamide, 97
Cyclopropyl carboxamides, 102
Cyclopropyl halide, 92
Cyclopropyl methyl picolinamide, 103
Cyclopropyl oxindole, 99
Cyclopropyl spirooxindoles, 100
D
Decane, metathesis, 173
Decarboxylation, 116
1-Decene metathesis, 176
Dehydroaromatization, 196
Dehydrogenation, oxidative, 203
transfer, 189
Dehydrogenative coupling, 47
aromatic, 59
DFT, 63 ,67
Di-tert-butyl-4-methylphenol (BHT), 26
Dialkylphosphonates, 59
Diaryl sulfides, 40
Diarylmagnesium, 6
Diarylzinc, 3
Difluorination, 127
Dihydroquinolines, 95
2,3-Dimethylbutane, 179
3,6-Dimethylcyclohexene, 198
Directing groups, 2
Disulfides, 34
E
Epimerization, 99
Ethane, metathesis, 173
Ethane/toluene, cross metathesis, 180
Ethylbenzene, 196
Ethylcyclohexene, 198
Ethylene, 203
F
Ferracycles, 5
Fischer–Tropsch catalysis, 190
Fluorination, 116
G
Grignard reagents, 4
H
Hafnium, 160
Halogenation, 48, 49
N-Heterocyclic carbenes (NHCs), 58
Hexadienes, 198
Hexafluoro-2-propanol (HFIP), 58
Hexahydroindoles, 148
Hexenes, 198
Hibispeptin, 142
Homophenylalanine derivatives, 143
Hydro-metathesis, 182
Hydrocarbons, activation by [Tp
0 Rh(CNR)], 68
[Tp
0 Rh(PMe 3 )], 77
[Tp
0 Rh(P(OMe) 3 )], 82
Hydrosilylation, 116
Hydroxyphenyllactic (Hpla) subunits, 149
I
1-Indanamines, 148
210
Index