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Research Should Be Fresh, Simple, and Clear

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Noyori, R. (2025). Research Should Be Fresh, Simple, and Clear. GNT Publishing GmbH. https://doi.org/10.47261/1564
Noyori, Ryoji. Research Should Be Fresh, Simple, and Clear. GNT Publishing GmbH, 2025. Book. https://doi.org/10.47261/1564
Noyori, R (2025): Research Should Be Fresh, Simple, and Clear, GNT Publishing GmbH, [online] https://doi.org/10.47261/1564

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Research Should Be Fresh, Simple, and Clear

Noyori, Ryoji

Lives in Chemistry – Lebenswerke in der Chemie, Vol. 14

(2025)

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Abstract

RYOJI NOYORI, born in Kobe in 1938, accepted the challenge to look back upon his life. He saw himself living in poverty and often struggling during and after WW II. He saw his parents and their friends guiding and inspiring him. He saw himself climbing up the ranks at the universities in Kyoto and Nagoya, deeply embedded in the Japanese culture.

He saw himself conquering organic synthesis and asymmetric homogeneous catalysis as well as green chemistry. Formative was his time with Nobel laureate E. J. Corey at Harvard where he was exposed to a completely different culture. Back in Nagoya, Noyori’s scientific success continued and culminated in receiving the Nobel Prize in 2001.

His extraordinary care about Japan’s science led to his second career, first as President of RIKEN, Japan’s largest research institution, and then as a leading figure to many governmental and industrial organizations. The basis of all his activities is a deep sense of responsibility for the society at large and the next generation of scientists.

Table of Contents

Section Title Page Action Price
Lives in Chemistry 3
Published titles in this series 4
Imprint 6
Table of Contents 8
Essentials 11
Prologue 17
1  Where did I come from? 21
1.1  Memories of my childhood 23
1.2  A mischievous city kid 24
1.3  Helping in the family 26
1.4  My parents 27
1.5  My admiration for Professor Yukawa 29
1.6  Feeling the power of chemistry 30
1.7  The importance of physical strength and academic capability 32
2  Entering Kyoto University in the Sputnik Year 35
2.1  Moving from Kobe to Kyoto in 1957 37
2.2  Joining Keiiti Sisido’s laboratory of organic chemistry in 1960 38
2.3  My first research topic: o-xylylene chemistry (1960–1966) 41
2.4  The “immortal Noyori” survives an explosion 42
2.5  Reflecting on Japan’s organic chemistry in the early 1960s 44
2.6  Implications of molecular catalysis 46
2.7  Asymmetric catalysis with chiral organometallic molecular compounds 47
2.8  Birth of asymmetric catalysis with chiral organometallic compounds (1966–1968) 48
2.9  The asymmetric carbene reaction 49
2.10  Challenging a famous statement of Louis Pasteur 51
2.11  Primitive asymmetric organometallic alkylation (1968–1971) 52
2.12  Photochemistry of cyclic enones (1965–1975) 53
2.13  Receiving my PhD (Dr. Eng.) degree 55
2.14  Kyoto’s Hanamachi district as a cultural classroom 55
References for chapter 2 57
3  Starting an Independent Career at Nagoya University 59
3.1  An invitation from Nagoya University 61
3.2  Meeting a giant in natural products organic chemistry 61
3.3  My memories with Satoru Masamune 63
3.4  Launching the Noyori Laboratory (1968) 64
3.5  Photo-induced Nazarov chemistry (1968–1975) 65
3.6  Lessons of transition-metal effects on reactive intermediates (1968) 67
Pursuing trimethylenemethane-metal complexes (Unrealized idea leading to a surprising consequence) 67
Unrealized idea II 69
References for chapter 3 70
4  A postdoctoral fellow at Harvard University 71
4.1  Joining E. J. Corey’s group at Harvard (1969–70) 73
4.2  Prostaglandin synthesis and hydrogenation 75
4.3  My astonishment in encountering world-leading chemists 81
4.4  Experiencing the stimulating American society 84
4.5  A memorable one-month vacation 85
4.6  My lab in Japan 86
References for chapter 4 86
5  Three decades of OMCOS research at Nagoya 87
5.1  Fe carbonyl-promoted [3+4] and [3+2] cyclo-coupling reactions (1968–1984) 89
5.2  Transition metal catalysis of strained hydrocarbons: implications in olefin metathesis (1968–19 95
5.3  Starting with binaphthol chemistry: BINAL-H asymmetric reductions (1976–1980) 100
5.4  Determination of the enantiomeric ratio in the 1970s 103
5.5  Prostaglandin synthesis (1976–1989) 105
Long sought, general three-component coupling synthesis 106
Versatile vicinal carba-condensation of α,β-unsaturated ketones 110
Prostaglandin analogues 111
5.6  Transition metal catalyzed transformations of endoperoxides and epoxides (1979–1990) 115
Launching the IUPAC OMCOS symposium series 117
5.7  Chemistry of enolates: stereoselectivity in aldol reactions (the mid-1970s–the late 1990s) 119
5.8  Catalysis with organic and inorganic silicon compounds (1979–1988) 122
5.9  Nucleic acid synthesis employing organometallic chemistry (1983–1992) 126
5.10  Organometallic asymmetric alkylation (1983–1985) 130
5.11  Nonclassical chemistry with the oldest organometallics: Chirality transfer, multiplication, an 132
Catalytic organozinc chemistry 132
Nonlinear effects in asymmetric alkylation 136
Two great masters who guided a wandering chemist 139
Sir Derek Barton, a paternal presence 139
Respect for Albert Eschenmoser (1925–2023) 142
References for chapter 5 143
6  BINAP for Asymmetric Catalysis 145
6.1  Axially dissymmetric BINAP—why and how? (1974–1977) 147
6.2  Asymmetric synthesis of amino acids by BINAP-Rh(I) catalyzed AH (1977–1980) 151
Henri Kagan—A descendant of Louis Pasteur 155
6.3  A gift in return: Industrial asymmetric menthol synthesis (1982) 157
6.4  Chiral molecular catalysts: beyond their shape (1986–2003) 161
6.5  Switching from Rh to Ru catalysts in asymmetric hydrogenation (1986–) 162
6.5.1  General asymmetric hydrogenation of functionalized olefins: significance of metallic elements 163
6.5.2  AH of functionalized ketones 169
Effect of anionic ligands on reactivity 169
Wide scope of the substrates 172
Importance of solvents for selectivity: dynamic kinetic resolution 175
References for chapter 6 176
7  My way to green catalysis 179
7.1  The ERATO project with generous funding (1991–1996) 181
Synthesis of polyacetylenes 181
7.2  Asymmetric transfer hydrogenation (1992–1996) 182
7.2.1  The discovery of an unimagined catalytic system 184
The NH effect 185
Catalytic mechanism 185
7.2.2  An ideal asymmetric transfer hydrogenation of ketones and imines 188
7.2.3  Transfer hydrogenation/hydrogenation network 191
7.3  Advent of Ru-BINAP/diamine catalysts for AH (1995–) 191
7.3.1  My personal view on mechanistic complexity 193
7.3.2 Discovery of high reactivity in 1995 194
7.3.3 General AH of simple ketones and its mechanism 196
AH of aromatic and hetero-aromatic ketones 196
AH of amino ketones 197
AH of conjugated enones 199
7.3.4 High flexibility of the molecular catalyst system 203
Catalyst design to cope with the substrate diversity 203
Asymmetric activation 205
Kinetic discrimination of enantiomeric ketones 206
Asymmetric hydrogenation of further difficult substrates 208
Sympathy with Jack Halpern 210
7.4  Green chemistry: A responsible science for future generations (1992–) 211
7.4.1  Replacing metal hydrides by hydrogen (1995–) 212
Chemoselective hydrogenation 212
Diastereoselective hydrogenation 214
7.4.2  Supercritical carbon dioxide as green catalysis medium (1992–1996) 214
7.4.3  Green oxidation with hydrogen peroxide (1996–2003) 219
Alcohol oxidation 220
Oxidation of sulfides 223
Olefin epoxidation 223
7.5  Asymmetric catalysis in the real world 229
References for chapter 7 233
8  The Nobel Prize in Chemistry (2001) 235
8.1  A phone call from the Swedish Academy of Sciences 237
8.2  The Nobel Week in Stockholm 239
8.3  Nobel Symposia on Asymmetric Synthesis 245
8.4  A tribute to K. Barry Sharpless 247
8.5  How I was honored 248
8.6  Molecular beauty of BINAP 248
8.7  Cultural heritage nurtures scientific creativity 251
References for chapter 8 252
9  Noyori, the chemist and Japanese citizen 253
9.1  Born and raised in Japan 255
Being an “only one” creator 255
Working with a group of talented collaborators 257
Research seminars on Saturdays 262
Meeting Hirata’s expectations 263
The tradition of natural products organic chemistry 264
Creating a good education and research environment for Nagoya University 268
9.2  Expressing my gratitude to my allies 270
9.3  Leading The Society of Organic Synthesis, Japan 272
9.4  The role of awards in science 275
9.5  The Emperor as a scientist 276
9.6  Roles in academic administration and my Presidency at RIKEN 280
My Presidency at RIKEN (2003–2015) 281
My memories with Tsung-Dao Lee and Hideki Yukawa 283
Moving to the Japan Science and Technology Agency 285
9.7  Nothing comes from nothing—thoughts about the future 285
Paradigm change from science and technology (ST) to science, technology and innovation (STI) 285
Our very modest contributions to the SDGs 288
9.8  My message to students and young researchers: interdisciplinary research and collective knowled 291
Knowledge of ignorance. 291
Interdisciplinarity. 291
Collective knowledge. 292
References for chapter 9 292
Appendix 293
Epilogue—Facts are the enemy of truth 295
Author’s Family 297
Promotion to Professor and Marriage (1972) 297
Acknowledgement 299
Afterword by Eiji Noyori—The art of hexagons: memories with my father 300
My illustrated reference book cut into pieces 300
Creativity to draw on a blank sheet of paper 300
Encountering the demon sergeant for once 301
A father-son press conference 302
To end with 303
Glossary 305
Abbreviations 306
Vita 308
Chemistree 310
Holographs 313
Publications 316
Table of contents 332
Links and literature 339
Image sources 341
Index 342
Reactions / The Series 347