Page 6 - Mechanism and Theory in Organic Chemistry

Contents vii

7.4 ELECTROPHILIC AROMATIC SUBSTITUTION 379
7.5 NUCLEOPHILIC AROMATIC SUBSTITUTION 395
PROBLEMS 399
8 REACTIONS OF CARBONYL COMPOUNDS 402
8.1 HYDRATION AND ACID-BASE CATALYSIS 403
8.2 OTHER SIMPLE ADDITIONS 416
8.3 ADDITION FOLLOWED BY ELIMINATION 424
8.4 ADDITION OF NITROGEN NUCLEOPHILES 432
8.5 CARBOXYLIC ACID DERIVATIVES 439
AND ADDITION OF CARBON NUCLEOPHILES
8.6 ENOLS, ENOLATES, TO
C-0 449
PROBLEMS 459
9 RADICAL REACTIONS 462
9.1 CHARACTERISTICS ORGANIC FREE RADICALS 462
OF
9.2 RADICAL REACTIONS 475
9.3 FREE-RADICAL SUBSTITUTIONS 497
9.4 RADICAL ADDITIONS AND ELIMINATIONS 506
OF RADICALS 5 17
9.5 REARRANGEMENTS
PROBLEMS 524
Appendix 1 : Chemically Induced Dynamic Nuclear Polarization
(CIDNP) 527
10 PERTTJRBATION THEORY AND SYMMETRY 538
10.1 PERTURBATION THEORY 538
10.2 SYMMETRY 541
10.3 INTERACTIONS BETWEEN MOLECULES 552
OF
10.4 APPLICATION PERTURBATION THEORY AND SYMMETRY TO .~r
SYSTEMS 559
PROBLEMS 566
11 THE THEORY OF PERICYCLIC REACTIONS 568
1 1.1 DEFINITIONS 569
1 1.2 PERTURBATION THEORY PERICYCLIC REACTIONS 579
IN
11.3 CORRELATION DIAGRAMS PERICYCLIC SELECTION RULES 581
AND
AND THE GENERALIZED WOODWARD-
11.4 INTERACTION DIAGRAMS
HOFFMANN PERICYCLIC SELECTION RULES 596
11.5 AROMATIC ANTIAROMATIC TRANSITION STATES 602
AND
11.6 COMPARISON THE WOODWARD-HOFFMANN DEWAR-
AND
OF
ZIMMERMAN PERICYCLIC SELECTION RULES 6 1 1
1 1.7 CORRELATION ELECTRONIC STATES 61 7
OF
PROBLEMS 623
12 APPLICATIONS OF THE PERICYCLIC SELECTION
RULES 626
12.1 CYCLOADDITIONS 626
12.2 ELECTROCYCLIC REACTIONS 645