Page 344 - Arrow Pushing in Inorganic Chemistry A Logical Approach to the Chemistry of the Main Group Elements
P. 344
INDEX
324
hydrazones, 144 Martin sulfurane, 236–8
hydroboration, 70–72 meso compound, 23
hydrodefluorination, 124 metal-organic chemical vapor deposition (MOCVD),
hydrogen peroxide, 205–9 79
hydrostannolysis, 113 metal-organic vapor phase epitaxy (MOVPE), 79
hydroxy(tosyloxy)iodobenzene (HTIB), 284 metathesis reactions, 33–5
I
I
hypervalent compounds, 41–5 Mg –Mg bond, 63–4
elements of bonding in, 41–5 Michael reaction, 28
F–P–F -bonding, 42 Michaelis–Arbuzov reaction, 175–6
-molecular orbitals, 43 migrations, 32–3
organoiodine compounds, 283–4 Mitsunobu reaction, 188–91
“hypo”, 217–18 molecular halogens, alkali-induced disproportionation
hypochlorous acid (HOCl), 134 of, 258–60
hypofluorous acid (HOF), 261–4 molozonide, 224
hyponitrite anion, 137 Mukaiyama aldol condensation, 102
hypophosphorous acid, disproportionation of, 173–5 multiple bond formation using nitrogen, 135–7
sodium azide, 135–7
imines, 144–6
Shapiro reaction, 144–6 N,N-diisopropylethylamine (DIPEA), 14
Wolff–Kishner reduction, 144–6 Na–K pump, 51
indium-mediated allylations, 88–9 N-bromosuccinimide (NBS), 277–80
inert pair effect, 40, 46–8, 67, 89, 94, 124,157,196, N-fluoro compounds, 264–8
200, 204 N-heterocyclic carbenes (NHCs), 29–30, 62, 86
inorganic arrow pushing, 38–40 nitrenes, 149–51
interhalogen compounds, 275–6 nitrenoids, 149–51
3
-iodanes, 284–8 nitric oxide (NO), 151–4
5
-iodanes, 288–90 nitrogen, 129–55
iodic acid, 268–9, 291 ammonia, 130–131
iodine heptafluoride, 275–6 ammonium nitrate (NH 4 NO 3 ), thermal
iodine pentoxide, 268 decomposition, 137–8
iodoform reaction, 281–2 ammonium nitrite (NH 4 NO 2 ), thermal
iodosobenzene, 283–4 decomposition, 137–8
iodoxybenzene, 283 azo compounds, 140–143
2-iodoxybenzoic acid (IBX), 288–90 Curtius rearrangement, 149–51
diazene, 140–143
Johnson–Corey–Chaykovsky (JCC) reaction, 229 diazo compounds, 146–9
I
I
Jones’s Mg –Mg reagent, 63–5, 120 diazonium salts, 138–40
diimide, 141
imines, 144–6
kinases, 164
multiple bond formation, 135–7
Kornblum oxidation, 228
nitrenes, 149–51
Koser’s reagent, 284
nitrenoids, 149–51
krypton difluoride, 314–15
nitric oxide (NO), 151–4
nitrogen dioxide (NO ), 151–4
2
Lawesson’s reagent (LR), 238–9 N–N bonded molecules, 133–5
lead tetraacetate, glycol cleavage by, 124–7 nitrogen dioxide (NO 2 ), 151–4
leaving group, 2 nitrogen electrophiles, 131–3
pK a values and, 9–11 oxides, 131–3
Lewis acids, 5 oxoacids, 131–3
group 13 compounds as, 67–70 oxoanions, 131–3
Lewis bases, 5 nitrogen nucleophiles, 3, 130–131
Lewisite, 169 nitrogen trichloride, 136
ligand exchange reactions, 33–5 nitronium cation, 131–2
low oxidation-state compounds, 80–86 N-morpholinosulfur trifluoride (MOST), 234
N–N bonded molecules, 133–5
magic acid, 194–5 hydrazine, synthesis of, 133–5
Markovnikov’s rule, 22 noble gases, 300–317