THE CHEMICAL WORLD

By DANIEL LEE

IRON CATALYSIS TOPICS IN ORGANOMETALLIC CHEMISTRY ALSO AVAILABLE ELECTRONICALLY AIMS AND SCOPE PREFACE CONTENTS CATALYSIS BY MEANS OF FE-BASED LEWIS ACIDS 1 INTRODUCTION 2 C-C BOND FORMATION 21 AROMATIC C-C BOND FORMATIONS 22 ALIPHATIC C-C BOND FORMATION 221 ALIPHATIC C-C BOND FORMATION USING ACETYLENES USE OF NONFUNCTIONALIZED ACETYLENES USE OF OXYGENATED ACETYLENES 222 ALIPHATIC C-C BOND FORMATION USING ALKENES 3 C-HETEROATOM BOND FORMATION 31 AROMATIC C-HETEROATOM BOND FORMATION 32 ALIPHATIC C-HETEROATOM BOND FORMATION 4 REARRANGEMENTS REFERENCES FE-H COMPLEXES IN CATALYSIS 2 HYDROGENATION 21 ALKENE AND ALKYNE REDUCTION 22 KETONE AND ALDEHYDE REDUCTION 3 HYDROMETALATION 31 HYDROSILYLATION 32 HYDROBORATION 4 ORGANIC SYNTHESIS 41 C-C AND C-E BOND FORMATION 42 OTHERS 5 HYDROGEN GENERATION 51 ELECTROCHEMICAL REDUCTION 52 PHOTOCHEMICAL REDUCTION APPENDIX FE-CATALYZED OXIDATION REACTIONS OF OLEFINS, ALKANES, AND ALCOHOLS: INVOLVEMENT OF OXO- AND PEROXO COMPLEXES 2 EPOXIDATION OF OLEFINS 3 DIHYDROXYLATIONS 4 ALKANE OXIDATION 5 OXIDATION OF AROMATIC C-H BONDS 6 ALCOHOL OXIDATIONS 7 CONCLUSIONS CATALYSIS BY FE=X COMPLEXES (X = NR, CR2) 2 IRON CARBENE COMPLEXES 21 SYNTHESIS 22 SPECTROSCOPIC FEATURE AND X-RAY STRUCTURE 23 REACTIVITY 3 IRON NITRENE/IMIDO COMPLEXES 31 SYNTHESIS 32 SPECTROSCOPIC FEATURE AND X-RAY STRUCTURE 33 REACTIVITY 4 CATALYSIS VIA INTERMEDIACY OF IRON CARBENE COMPLEXES 41 CYCLOPROPANATION 42 N-H INSERTION AND OLEFINATION 5 CATALYSIS VIA INTERMEDIACY OF IRON NITRENE COMPLEXES 51 AZIRIDINATION 52 C-H INSERTION 53 IMINATION OF SULFUR COMPOUNDS 6 CONCLUSION FERROCENE AND HALF SANDWICH COMPLEXES AS CATALYSTS WITH IRON PARTICIPATION 2 CATALYSIS BY IRON IN HALF SANDWICH COMPLEXES 21 FE(0)- AND FE(I)-CATALYSTS 22 FE(II)-CATALYSTS 3 CHIRAL CATALYSTS ELECTRONICALLY INFLUENCED BY A FERROCENE CORE 31 PLANAR CHIRAL FERROCENYL METALLACYCLE CATALYSTS 311 THE AZA-CLAISEN REARRANGEMENT 312 BISPALLADIUM-CATALYZED MICHAEL-ADDITION OF ?-CYANOACETATES 313 FERROCENE BISIMIDAZOLINE PLATINACYCLE-CATALYZED INTRAMOLECULAR FRIEDEL-CRAFTS ALKYLATIONS 32 PLANAR CHIRAL FERROCENES AS LEWIS- OR BRØNSTED-BASE CATALYSTS 321 BRØNSTED-BASE CATALYSIS 322 LEWIS-BASE CATALYSIS VIA INTERMEDIATE FORMATION OF A CHIRAL ZWITTERIONIC ENOLATE 323 FORMAL [2+2]-CYCLOADDITIONS 324 NUCLEOPHILIC CATALYSIS: ACYL-TRANSFER REACTIONS CATALYSIS BY MEANS OF COMPLEX FERRATES 2 CATALYSIS WITH FE(+3)-ATE COMPLEXES 21 POTASSIUM HEXACYANOFERRATE 22 BUTYLMETHYLIMIDAZOLIUM TETRACHLOROFERRATE 23 ALKYLFERRATES 3 CATALYSIS WITH FE(+2)-ATE COMPLEXES 31 ALKYLFERRATES 32 ARYLFERRATES 4 CATALYSIS WITH FE(0)-ATE COMPLEXES 41 ARYLFERRATES 42 CP-CONTAINING FERRATES 43 FE-HYDROGENASES AND MODEL COMPLEXES THEREOF 5 CATALYSIS WITH FE(-1)-ATE COMPLEXES 51 DINITROSYL-FERRATES 6 CATALYSIS WITH FE(-2)-ATE COMPLEXES 61 FERRATES WITH OLEFIN LIGANDS 62 NITROSYLFERRATES 7 MISCELLANEOUS 71 CROSS-COUPLING CHEMISTRY 72 OTHER REACTIONS 73 DINITROSYLIRON COMPLEXES