㰀琀椀琀氀攀㸀䄀甀琀漀戀椀漀最爀愀瀀栀礀 刀礀漀樀椀 一漀礀漀爀椀 ⸀ 吀栀攀 一漀戀攀氀 倀爀椀稀攀 椀渀 䌀栀攀洀椀猀琀爀礀 㰀䴀䔀吀䄀 栀琀琀瀀ⴀ攀焀甀椀瘀㴀䌀漀渀琀攀渀琀ⴀ匀琀礀氀攀ⴀ吀礀瀀攀 挀漀渀琀攀渀琀㴀琀攀砀琀⼀挀猀猀㸀㰀䰀䤀一䬀 栀爀攀昀㴀∀猀琀礀氀攀⸀挀猀猀∀ 琀礀瀀攀㴀琀攀砀琀⼀挀猀猀 爀攀氀㴀猀琀礀氀攀猀栀攀攀琀㸀
㰀戀漀搀礀 戀最挀漀氀漀爀㴀最爀愀礀 氀攀昀琀洀愀爀最椀渀㴀㜀 㸀 㰀栀㈀ 愀氀椀最渀㴀挀攀渀琀攀爀㸀 The Nobel Prize in Chemistry 2001 㰀栀㌀ 愀氀椀最渀㴀挀攀渀琀攀爀㸀刀礀漀樀椀 一漀礀漀爀椀㰀⼀栀㌀㸀㰀栀㐀㸀 䴀愀渀礀 洀漀氀攀挀甀氀攀猀 愀瀀瀀攀愀爀 椀渀 琀眀漀 昀漀爀洀猀 琀栀愀琀 洀椀爀爀漀爀 攀愀挀栀 漀琀栀攀爀 ⴀ 樀甀猀琀 愀猀 漀甀爀 栀愀渀搀猀 洀椀爀爀漀爀 攀愀挀栀 漀琀栀攀爀⸀ 匀甀挀栀 洀漀氀攀挀甀氀攀猀 愀爀攀 挀愀氀氀攀搀 挀栀椀爀愀氀⸀ 䤀渀 渀愀琀甀爀攀 漀渀攀 漀昀 琀栀攀猀攀 昀漀爀洀猀 椀猀 漀昀琀攀渀 搀漀洀椀渀愀渀琀Ⰰ 猀漀 椀渀 漀甀爀 挀攀氀氀猀 漀渀攀 漀昀 琀栀攀猀攀 洀椀爀爀漀爀 椀洀愀最攀猀 漀昀 愀 洀漀氀攀挀甀氀攀 昀椀琀猀 ∀氀椀欀攀 愀 最氀漀瘀攀Ⰰ∀ 椀渀 挀漀渀琀爀愀猀琀 琀漀 琀栀攀 漀琀栀攀爀 漀渀攀Ⰰ 眀栀椀挀栀 洀愀礀 攀瘀攀渀 戀攀 栀愀爀洀昀甀氀⸀ 倀栀愀爀洀愀挀攀甀琀椀挀愀氀 瀀爀漀搀甀挀琀猀 漀昀琀攀渀 挀漀渀猀椀猀琀 漀昀 挀栀椀爀愀氀 洀漀氀攀挀甀氀攀猀Ⰰ 愀渀搀 琀栀攀 搀椀昀昀攀爀攀渀挀攀 戀攀琀眀攀攀渀 琀栀攀 琀眀漀 昀漀爀洀猀 挀愀渀 戀攀 愀 洀愀琀琀攀爀 漀昀 氀椀昀攀 愀渀搀 搀攀愀琀栀 ⴀ 愀猀 眀愀猀 琀栀攀 挀愀猀攀Ⰰ 昀漀爀 攀砀愀洀瀀氀攀Ⰰ 椀渀 琀栀攀 琀栀愀氀椀搀漀洀椀搀攀 搀椀猀愀猀琀攀爀 椀渀 琀栀攀 㤀㘀 猀⸀ 吀栀愀琀 椀猀 眀栀礀 椀琀 椀猀 瘀椀琀愀氀 琀漀 戀攀 愀戀氀攀 琀漀 瀀爀漀搀甀挀攀 琀栀攀 琀眀漀 挀栀椀爀愀氀 昀漀爀洀猀 猀攀瀀愀爀愀琀攀氀礀⸀
吀栀椀猀 礀攀愀爀✀猀 一漀戀攀氀 䰀愀甀爀攀愀琀攀猀 椀渀 䌀栀攀洀椀猀琀爀礀 栀愀瘀攀 搀攀瘀攀氀漀瀀攀搀 洀漀氀攀挀甀氀攀猀 琀栀愀琀 挀愀渀 挀愀琀愀氀礀猀攀 椀洀瀀漀爀琀愀渀琀 爀攀愀挀琀椀漀渀猀 猀漀 琀栀愀琀 漀渀氀礀 漀渀攀 漀昀 琀栀攀 琀眀漀 洀椀爀爀漀爀 椀洀愀最攀 昀漀爀洀猀 椀猀 瀀爀漀搀甀挀攀搀⸀ 吀栀攀 挀愀琀愀氀礀猀琀 洀漀氀攀挀甀氀攀Ⰰ 眀栀椀挀栀 椀琀猀攀氀昀 椀猀 挀栀椀爀愀氀Ⰰ 猀瀀攀攀搀猀 甀瀀 琀栀攀 爀攀愀挀琀椀漀渀 眀椀琀栀漀甀琀 戀攀椀渀最 挀漀渀猀甀洀攀搀⸀ 䨀甀猀琀 漀渀攀 漀昀 琀栀攀猀攀 洀漀氀攀挀甀氀攀猀 挀愀渀 瀀爀漀搀甀挀攀 洀椀氀氀椀漀渀猀 漀昀 洀漀氀攀挀甀氀攀猀 漀昀 琀栀攀 搀攀猀椀爀攀搀 洀椀爀爀漀爀 椀洀愀最攀 昀漀爀洀⸀
圀椀氀氀椀愀洀 匀⸀ 䬀渀漀眀氀攀猀 搀椀猀挀漀瘀攀爀攀搀 琀栀愀琀 椀琀 眀愀猀 瀀漀猀猀椀戀氀攀 琀漀 甀猀攀 琀爀愀渀猀椀琀椀漀渀 洀攀琀愀氀猀 琀漀 洀愀欀攀 挀栀椀爀愀氀 挀愀琀愀氀礀猀琀猀 昀漀爀 愀渀 椀洀瀀漀爀琀愀渀琀 琀礀瀀攀 漀昀 爀攀愀挀琀椀漀渀 挀愀氀氀攀搀 栀礀搀爀漀最攀渀愀琀椀漀渀Ⰰ 琀栀攀爀攀戀礀 漀戀琀愀椀渀椀渀最 琀栀攀 搀攀猀椀爀攀搀 洀椀爀爀漀爀 椀洀愀最攀 昀漀爀洀 愀猀 琀栀攀 昀椀渀愀氀 瀀爀漀搀甀挀琀⸀ 䠀椀猀 爀攀猀攀愀爀挀栀 焀甀椀挀欀氀礀 氀攀搀 琀漀 愀渀 椀渀搀甀猀琀爀椀愀氀 瀀爀漀挀攀猀猀 昀漀爀 琀栀攀 瀀爀漀搀甀挀琀椀漀渀 漀昀 琀栀攀 䰀ⴀ䐀伀倀䄀 搀爀甀最Ⰰ 眀栀椀挀栀 椀猀 甀猀攀搀 椀渀 琀栀攀 琀爀攀愀琀洀攀渀琀 漀昀 倀愀爀欀椀渀猀漀渀✀猀 搀椀猀攀愀猀攀⸀ 刀礀漀樀椀 一漀礀漀爀椀 栀愀猀 氀攀搀 琀栀攀 昀甀爀琀栀攀爀 搀攀瘀攀氀漀瀀洀攀渀琀 漀昀 琀栀椀猀 瀀爀漀挀攀猀猀 琀漀 琀漀搀愀礀✀猀 最攀渀攀爀愀氀 挀栀椀爀愀氀 挀愀琀愀氀礀猀琀猀 昀漀爀 栀礀搀爀漀最攀渀愀琀椀漀渀⸀ 䬀⸀ 䈀愀爀爀礀 匀栀愀爀瀀氀攀猀猀Ⰰ 漀渀 琀栀攀 漀琀栀攀爀 栀愀渀搀Ⰰ 椀猀 愀眀愀爀搀攀搀 栀愀氀昀 漀昀 琀栀攀 倀爀椀稀攀 昀漀爀 搀攀瘀攀氀漀瀀椀渀最 挀栀椀爀愀氀 挀愀琀愀氀礀猀琀猀 昀漀爀 愀渀漀琀栀攀爀 椀洀瀀漀爀琀愀渀琀 琀礀瀀攀 漀昀 爀攀愀挀琀椀漀渀 ⴀ 漀砀椀搀愀琀椀漀渀⸀
吀栀攀 䰀愀甀爀攀愀琀攀猀 栀愀瘀攀 漀瀀攀渀攀搀 甀瀀 愀 挀漀洀瀀氀攀琀攀氀礀 渀攀眀 昀椀攀氀搀 漀昀 爀攀猀攀愀爀挀栀 椀渀 眀栀椀挀栀 椀琀 椀猀 瀀漀猀猀椀戀氀攀 琀漀 猀礀渀琀栀攀猀椀稀攀 洀漀氀攀挀甀氀攀猀 愀渀搀 洀愀琀攀爀椀愀氀 眀椀琀栀 渀攀眀 瀀爀漀瀀攀爀琀椀攀猀⸀ 吀漀搀愀礀 琀栀攀 爀攀猀甀氀琀猀 漀昀 琀栀攀椀爀 戀愀猀椀挀 爀攀猀攀愀爀挀栀 愀爀攀 戀攀椀渀最 甀猀攀搀 椀渀 愀 渀甀洀戀攀爀 漀昀 椀渀搀甀猀琀爀椀愀氀 猀礀渀琀栀攀猀攀猀 漀昀 瀀栀愀爀洀愀挀攀甀琀椀挀愀氀 瀀爀漀搀甀挀琀猀 猀甀挀栀 愀猀 愀渀琀椀戀椀漀琀椀挀猀Ⰰ 愀渀琀椀ⴀ椀渀昀氀愀洀洀愀琀漀爀礀 搀爀甀最猀 愀渀搀 栀攀愀爀琀 洀攀搀椀挀椀渀攀猀⸀
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I was born on September 3, 1938 in a suburb of Kobe (now Ashiya), Japan, the first son of Kaneki and Suzuko Noyori. Our family moved to Kobe soon afterwards. I grew up with two younger brothers and a sister in a pleasant city blessed by beautiful natural surroundings.Ryoji Noyori Except for a short period at the end of World War II, I attended an elementary school affiliated to Kobe University from ages six to twelve, and then moved on to Nada Middle and High School from ages twelve to eighteen. I enjoyed many out-door activities in my youth.㰀瀀㸀
My father, Kaneki, was a gifted research director of a chemical company, and his profession strongly influenced the path of my life. At home, we were surrounded by his scientific journals and books and various samples of plastics and synthetic fibers, and were frequently asked to test the quality of products which were under development for commercialization. When I entered middle school, my father took me to a public conference, the topic of which was "nylon". The lecturer explained proudly that this new fiber could be synthesized from coal, air, and water (the then famous catchphrase of DuPont company). Although I knew nothing about industrial technology, I was deeply impressed by the power of chemistry. Chemistry can create important things from almost nothing! The event had an enormous impact on this 12-year-old schoolboy, because it was in 1951, shortly after World War II when Japan was so poor. We were very hungry. It was at this point that it became my dream to be a leading chemist to contribute to the society by inventing beneficial products.㰀⼀瀀㸀㰀瀀㸀
My appetite for chemistry was further wetted through class work led by enthusiastic teachers in middle/high school including Dr. Kazuo Nakamoto (then Osaka University and afterward Illinois Institute of Technology and Marquette University) who gave me my first chemistry lesson. I also liked other sciences and mathematics. Together with regular schoolwork, "judo" (one of Japan's traditional sports) was a major passion at this time. It was very popular amongst us because Nada School and Kodokan Judo School were founded by the same family. I highly appreciate the educational efforts of many schoolteachers as well as the warm friendship of classmates in those days, which strongly influenced the formation of my personal character.㰀⼀瀀㸀㰀瀀㸀
In 1957, at the age of 18, I entered Kyoto University, which was known to be the most active institution in the research of polymer chemistry. Incidentally, this was the year when the USSR launched into space for the first time an artificial satellite, the Sputnik, thereby demonstrating the power of sciencebased technology. I recall that this success substantially shocked young science students in Japan. After three years, I started to study organic chemistry, rather than polymer chemistry, under the guidance of Professor Keiiti Sisido. The laboratory environment was very hospitable and I obtained my Bachelor degree in 1961. Upon completion of my Master's degree in 1963, I was immediately appointed Instructor of Professor Hitosi Nozaki's laboratories at Kyoto University and, in 1967, received my doctorate (DEng). My career path, that is the appointment to Instructor without a doctorate, is a little unusual but this is partly due to the difference in Japanese and Western education/teaching systems. Professor Nozaki strongly encouraged us to pursue new, original chemistry rather than tracing traditional subjects, while I served as a leader of his subgroup working on flourishing physical organic chemistry. It was under such conditions that in 1966 we discovered an interesting asymmetric catalysis that later became a life-long interest. This finding emerged during the course of an investigation of the transition metal effects in carbene reactions. Reaction of styrene and ethyl diazoacetate in the presence of a small amount of a chiral Schiff base-Cu(II) complex gave optically active cyclopropane derivatives, albeit with <10 % ee. Although the enantioselectivity was not synthetically meaningful, this was probably the first example of asymmetric catalysis using structurally well-defined organometallic molecular complexes. In the early 1960s, homogeneous catalysis (typically Reppe chemistry) was already well known, however, the notion of "molecular catalysis" that utilizes the structural and electronic characteristics of molecules more positively, was not clearly documented. This discovery opened my research perspective. In any event, I intended first to expand my scientific background under the supervision of an eminent chemist abroad, and Professor E.J. Corey at Harvard kindly agreed to accommodate me in his laboratories as a postdoctoral fellow. This plan, however, was postponed for reasons outlined below.㰀⼀瀀㸀㰀瀀㸀
The situation changed drastically in the fall of 1967, when I received a totally unexpected offer from Nagoya University. I was asked to chair a newly created organic chemistry laboratory. This invitation surprised me. I was a mere 29-year-old Instructor at Kyoto enjoying daily research work with some young students. Nothing had prepared me to be a Professor at a major national university. Being too young and inexperienced to be a Full Professor, I was first appointed Associate Professor of Chemistry. In February, 1968, when I launched my own research group, Professor Yoshimasa Hirata, a senior faculty known for his outstanding accomplishments in natural products of organic chemistry, asked me to create a new stream of organic chemistry at Nagoya, different from his own field, thereby making the Chemistry Department more visible. I immediately decided to focus on organic synthesis using organometallic chemistry, which then comprised a branch of inorganic chemistry. Although not many researchers were aware of the high utility in organic synthesis, I was intuitively confident of the bright future of this scientific field. Professor Hirata consistently helped me in many aspects during his time at Nagoya University.㰀⼀瀀㸀㰀瀀㸀
In 1969, as planned earlier, I went to Harvard. I was amazed by the enormous difference in the standard of living and science between the US and my mother country. Professor Corey was then already a leading organic chemist and I learned much from him. In addition, I became acquainted with many promising students and postdoctoral fellows including K. Barry Sharpless who was working with Professor Konrad Bloch. Later many of these reliable friends, together with their scientific relatives, grew to become eminent researchers in the scientific community and helped me in many ways. Synthesis of prostaglandins (PGs) was my research theme in the Corey group. After completing several works, I was asked to selectively hydrogenate a PGF2a derivative that has two C = C bonds to a PGF1a compound possessing a single C = C bond. This was the start of my three-decade-long work on hydrogenation. My interest in homogenous hydrogenation was enhanced by reading almost all available literature on this very new topic and also through personal interaction with Assistant Professor John A. Osborn, who had joined Harvard Chemistry Department from Geoffrey Wilkinson's laboratory at Imperial College, London. Osborn, an authority of Rh-catalyzed homogeneous hydrogenation, taught me many aspects of organometallic chemistry. It was in 1968, when W.S. Knowles and L. Horner reported independently the first homogeneous asymmetric hydrogenation using chiral phosphine-Rh catalyts, albeit in low optical yields. The fruitful Harvard experience, coupled with our earlier asymmetric cyclopropanation in 1966, led to my life-long research on asymmetric hydrogenation.㰀⼀瀀㸀㰀瀀㸀
After returning to Nagoya in 1970, I began to study organic synthesis and homogeneous catalysis via organometallic chemistry, while in August 1972, at the age of 33, I was promoted to Full Professor. In the hope of development of efficient asymmetric hydrogenation and other reactions, we became interested in BINAP [2,2'-bis(diphenylphosphino)-1,1'-binaphthyl], a novel C2 chiral diphosphine possessing a beautiful molecular shape. Synthesis of the optically pure diphosphine was unexpectedly difficult. It was in 1974, that I started stereospecific synthesis from optically pure 2,2'-diamino-1,1'-binaphthyl with my long-term collaborator, the late Professor Hidemasa Takaya, who was with me at Nagoya and afterwards moved to the Institute of Molecular Science and Kyoto University. After two years, we managed to obtain optically active BINAP, however, the result was disappointingly irreproducible. In 1978, we reached a reliable method for resolution of racemic BINAP with a chiral amine-Pd complex. Unfortunately, the results of BINAP-Rh(I) catalyzed asymmetric hydrogenation of dehydro amino acids were highly variable depending on the reaction conditions. Eventually, in 1980 after a six-year endeavour, thanks to the unswerving efforts of my young colleagues and students, we were able to publish our first work on asymmetric synthesis of amino acids via this BINAP chemistry.㰀⼀瀀㸀㰀瀀㸀
The success in our asymmetric hydrogenation largely relies on the invention of BINAP and the use of Ru element, which behaves differently from conventional Rh. A major breakthrough in asymmetric hydrogenation came in 1986, when we developed BINAP-Ru(II) dicarboxylate complexes that enjoy a much greater scope of olefinic substrates. Furthermore, in 1987-1988, 179 we developed a versatile general asymmetric hydrogenation of functionalized ketones with BINAP-Ru(II) dihalide complexes. The scope of this method is far reaching. These asymmetric hydrogenation methods allow for the synthesis of a wide array of terpenes, vitamins, b-lactam antibiotics, a- and b-amino acids, alkaloids, prostaglandins, and other compounds of biological and physiological interest. BINAP chemistry has been applied to the large-scale production of the synthetic intermediates of antibiotic carbapenems (Takasago International Co.) and levofloxacin, a quinolone antibacterial agent (Takasago International Co./Daiichi Pharmaceutical Co.). The efficiency of BINAP chemistry rivals or in certain cases even exceeds that of enzymes. In addition, a team of the Noyori Molecular Catalysis Project (ERATO, 1991-1996) discovered the catalysts of type RuCl2(diphosphine)(diamine) leading to another major breakthrough in hydrogenation. The reaction of unsaturated ketones occurs preferentially the C = O function leaving the olefinic linkage intact. The combined use of the BINAP ligand and a chiral diamine effects asymmetric hydrogenation of a range of aromatic, hetero-aromatic, and olefinic ketones. The reaction is very rapid, productive and stereoselective, providing the most practical method for converting simple ketones to chiral secondary alcohols.㰀⼀瀀㸀㰀瀀㸀
BINAP-Rh(I) complexes are useful for asymmetric isomerization of allylic amines to enamines of high enantiomeric purity. In the early 1980s, a fruitful academic/industry collaboration was made between the groups at Osaka University (S. Otsuka and H. Tani), Nagoya University, Institute of Molecular Science (H. Takaya), Shizuoka University (J. Tanaka and K. Takabe), and Takasago International Co., realizing the industrial production of (-)-menthol and other optically active terpenes.㰀⼀瀀㸀㰀瀀㸀
In 1995-1996, we invented a range of Ru(II) catalysts modified with a chiral b-amino alcohol or 1,2-diamine derivative that effects asymmetric transfer hydrogenation of ketones and imines using 2-propanol or formic acid as hydrogen donors. More recently, the reaction has proven to proceed via a nonclassical metal - ligand bifunctional mechanism. My interest in asymmetric chemistry is broad. In 1986, we found a highly enantioselecive addition of dialkylzincs to aldehydes using a small quantity of a camphor-derived chiral amino alcohol, where the alkylation products with high enantiomeric excesses are accessible with a partially resolved chiral ancillary. We could fully elucidate the origin of this striking chiral amplification phenomenon at the molecular structure level. My stay at Harvard in 1969-1970 spurred me to develop an efficient way to synthesize prostaglandins (PGs). In this connection, a series of selective synthetic methods was explored in our laboratories. Our binaphthol-modified lithium aluminum hydride reagent (1979) was applied to the commercial Corey PG synthesis (Ono Pharmaceutical Co.). Furthermore, we realized the long-sought three-component PG synthesis in 1985, which now plays an important role in biochemical and physiological studies of PGs.㰀⼀瀀㸀
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