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{{Infobox scientist
| name = Vladimir Prelog
| image = Vladimir Prelog ETH-Bib Portr 00214.jpg
| image_size =
| caption =
| birth_date = {{Birth date|df=yes|1906|07|23}}<ref name="Seiwerth: Prelog">{{cite journal |last1=Seiwerth |first1=Rativoj |title=Prelog's Zagreb School of Organic Chemistry (1935 – 1945)* |journal=Croatica Chemica Acta |date=October 30, 1995 |issue=CCACAA 69 (2) 379–397 (1996) |url=https://hrcak.srce.hr/file/201523 |access-date=15 September 2024 |publisher=Portal of Croatian scientific and professional journals - HRČAK |format=pdf |issn=0011-1643}}</ref>{{Short description|Croatian-Swiss chemist (1906–1998)}}
| birth_place = [[Sarajevo]], [[Austro-Hungarian rule in Bosnia and Herzegovina|Condominium of Bosnia and Herzegovina]], [[Austria-Hungary]]
| death_date = {{Death date and age|df=yes|1998|01|07|1906|07|23}}
| death_place = [[Zürich]], Switzerland
| field = [[Biochemistry]]
| work_institution = {{Plainlist|
* [[Czech Technical University in Prague|Czech Institute of Technology]]
* [[University of Zagreb]]
* [[ETH Zürich]]}}
| alma_mater = [[Czech Technical University in Prague]] (Sc.D, 1929)
| doctoral_advisor = [[Emil Votoček]]{{citation needed|date=November 2015}}
| doctoral_students =
| known_for = {{Plainlist|
* [[Organic chemistry]]
* [[Biochemistry]]
* [[Conformational isomerism|Conformational analysis]]
* [[Cahn–Ingold–Prelog priority rules]]
* [[Prelog strain]]
* [[Klyne–Prelog system]]
* Prelog's rule
* Prelog–Djerassi lactone}}
| awards = {{Plainlist|
* [[Centenary Prize]] (1949)
* [[Fellow of the Royal Society|ForMemRS]] (1962)<ref name="frs"/>
* [[Marcel Benoist Prize]] (1964)
* [[Davy Medal]] (1967)
* [[Paul Karrer Gold Medal]] (1974)
* [[Nobel Prize for Chemistry]] (1975)
* [[Chirality Medal]] (1992)}}
| spouse = {{marriage|Kamila Vitek|1933}}
}}
'''Vladimir Prelog''' {{post-nominals|post-noms=[[Fellow of the Royal Society|ForMemRS]]}}<ref name="frs">{{Cite journal | last1 = Arigoni | first1 = D. | authorlink1 = Duilio Arigoni| last2 = Dunitz | first2 = J. D. | authorlink2 = Jack D. Dunitz| last3 = Eschenmoser | first3 = A. | authorlink3 = Albert Eschenmoser| title = Vladimir Prelog. 23 July 1906 – 7 January 1998: Elected For.Mem.R.S. 1962 | doi = 10.1098/rsbm.1999.0095 | journal = [[Biographical Memoirs of Fellows of the Royal Society]] | volume = 46 | pages = 443 | year = 2000 | doi-access = free }}</ref> (23 July 1906 – 7 January 1998) was a Croatian-Swiss [[Organic chemistry|organic chemist]] who received the 1975 Nobel Prize in [[chemistry]] for his research into the [[stereochemistry]] of organic molecules and reactions. Prelog was born, and spent his infancy, in [[Sarajevo]], and youth in [[Zagreb]], [[Osijek]] and [[Prague]].<ref name=Prelog>Vladimir Prelog (1975) [https://www.nobelprize.org/nobel_prizes/chemistry/laureates/1975/prelog-bio.html Autobiography], the Nobel Committee.</ref> He later lived and worked in Prague, Zagreb and [[Zürich]].{{r|"Seiwerth: Prelog"|p=2}}<ref name=James1993>{{Cite book|last=James|first=Laylin K.|title=Nobel Laureates in Chemistry, 1901–1992|publisher=American Chemical Society & Chemical Heritage Foundation|year=2006|isbn=0-8412-2459-5|url-access=registration|url=https://archive.org/details/isbn_9780841226906}}</ref><ref>{{Cite journal | last1 = Dunitz | first1 = J. D. | journal = Nature | volume = 391 | issue = 6667 | pages = 542 | doi = 10.1038/35279 | year = 1998 |title=Obituary: Vladimir Prelog (1906–98)| bibcode = 1998Natur.391..542D | s2cid = 4374006 | doi-access = free }}</ref>
==Early life==
[[File:Vladimir Prelog, plaque in Sarajevo.jpg|thumb|left|upright=1.15|The house in [[Sarajevo]] which Prelog was born]]
[[File:Ivo Andrić and Vladimir Prelog at ANUBiH.jpg|thumb|left|upright=1.15|Plaques dedicated to [[Bosnia and Herzegovina|Bosnian]] Nobel laureates [[Ivo Andrić]] and Vladimir Prelog at [[Academy of Sciences and Arts of Bosnia and Herzegovina|ANUBiH]]]]
Prelog was born in Sarajevo, [[Condominium of Bosnia and Herzegovina]], at that time within [[Austria-Hungary]], to Croat parents who were working there. His father, Milan, a native of [[Zagreb]],<ref>Horvatić, Petar: [https://narod.hr/kultura/23-srpnja-1906-roden-vladimir-prelog-dobitnik-nobelove-nagrade 23. srpnja 1906. rođen Vladimir Prelog – dobitnik Nobelove nagrade]. Narod.hr. Accessed 2 October 2018</ref> was a history professor at a [[Gymnasium (school)|gymnasium]] in [[Sarajevo]] and later at the [[University of Zagreb]].<ref name="James1993"/>{{Rp|578}} As an 8-year-old boy, he stood near the place where the [[assassination of Franz Ferdinand]] occurred.{{r|Prelog}}{{sfn|Frängsmyr|Forsén|1993|p=201}}
===Education===
[[File:Spomenik HAZU Mirogoj srpanj 2007.jpg|thumb|Monument of the [[Croatian Academy of Sciences and Arts]] to [[Franjo Rački]], Ivan Miković, Grga Tuškan and Vladimir Prelog in Mirogoj Cemetery]]
Prelog started elementary school in Sarajevo. In 1915, at the beginning of the first World War, at {{age|1906|07|23|1915|8|0}} Prelog moved to [[Zagreb]] (then part of [[Austria-Hungary]]) with his parents.{{r|Prelog}} In Zagreb he graduated from elementary school and, from 1916 to 1919, attended gymnasium there. From 1919 to 1921 his father got a job in [[Osijek]], so family moved there, and Prelog spent those two years attending Osijek gymnasium. There his professor Ivan Kuria sparked his interest and enthusiasm for chemistry.{{r|"Seiwerth: Prelog"|p=2}}
It was in 1921 that, at the age of {{age|1906|07|23|1922|5|0}}, and with his teacher’s help, he published a short communication entitled »Eine Titriervorrichtung« (Preparation for [[Titration]]) in the prestigious German journal »Chemiker-Zeitung«.{{r|"Seiwerth: Prelog"|p=4|quote=faximile with contents of the published paper}} <!-- Rewritten to avoid the word "solution", as it's not clear whether or not it describes a liquid mixture of substances.--> <!-- The word solution is *exactly* the word that is needed, because it, and titration, exactly concerns **measuring concentrations of solutions (*not* mixtures) in liquids** -->
Prelog and Kuria became friends, and continued communicating by letters after Prelog left Osijek.{{r|"Seiwerth: Prelog"|p=2,3}}. In a letter from March 16, 1922, Prelog wrote:
{{Bquote|I am very busy at the moment. In addition to my routine studies, I have enrolled as an extramural student in the crafts school and I spend whole afternoons three times a week learning how to file, hammer and do all the other things that an eager young locksmith should know. I am doing it to be able to, should I feel like it, return to the homeland after finishing my studies. In this way, I also fence myself off such idle pastimes like dancing.« He continues by describing how he spent the winter enjoying winter sports and how he now, in spring, looks forward to bathing, climbing the Triglav and Grintavec mountains and sailing on lakes Bled and Bohinj. He concludes the letter by giving an enthusiastic account of his visit to the Chemical Analytical Institute in Zagreb: »I think this is the best equipped institute in SHS*. This wealth in platinum (a 300 g water beaker), optical instruments refractometers, spectroscopes, microscopes, etc., etc.) and all the analytical devices that God and the German have created – I have nowhere seen nything like that. It is run by Mr. Eisenhut.{{r|"Seiwerth: Prelog"|P=3}} }}
Prelog completed his high school education in Zagreb in 1924. Following his father's wishes, he moved to [[Prague]], where he received his diploma in chemical engineering from the [[Czech Technical University in Prague|Czech Technical University]] in 1928. He received his [[Doctor of Science|Sc.D]] in 1929. His teacher was [[Emil Votoček]], while his assistant and mentor Rudolf Lukeš introduced him to the world of [[organic chemistry]].<ref name="James1993"/>{{Rp|578}}
Upon leaving the Czech Technical University, Prelog worked in the plant laboratory of the private firm of G.J. Dríza in Prague; few academic positions were available due to the [[Great Depression]]. Prelog was in charge of the production of rare chemicals that were not commercially available at that time. He worked for Driza from 1929 until 1935. During the time, he got his first doctoral candidate, a company owner at Driza. He performed research in his spare time, investigating [[alkaloids]] in [[Theobroma cacao|cacao]] bark.{{citation needed|date=May 2015}}
==Career and research==
[[File:Adamantane acsv.svg|right|upright|thumb|The structure of adamantane, first synthesised by Prelog in 1941.]]
Prelog wanted to work in an academic environment, so he accepted the position of lecturer at the University of Zagreb in 1935.{{sfn|Frängsmyr|Forsén|1993|p=201}} At the [[Faculty of Chemical Engineering and Technology, University of Zagreb|Technical Faculty]] in Zagreb, he lectured on organic chemistry and [[chemical engineering]].<ref name="James1993"/>{{Rp|578}}
With the help of collaborators and students, Prelog started researching [[quinine]] and its related compounds. He was financially supported by the [[Pharmaceutical industry|pharmaceutical factory]] "Kaštel", currently [[Pliva]]. He developed a financially successful method of producing Streptazol, one of the first commercial [[sulfonamide (medicine)|sulfonamide]]s. In 1941, while at Zagreb, Prelog developed the first [[Chemical synthesis|synthesis]] of [[adamantane]], a [[hydrocarbon]] with an unusual structure that was isolated from [[Moravia]]n [[oil field]]s.<ref>{{cite journal|vauthors=Prelog V, Seiwerth R |title= Über die Synthese des Adamantans|journal= Berichte|year= 1941|volume= 74|pages= 1644–1648|doi = 10.1002/cber.19410741004|issue= 10}}</ref><ref>{{cite journal|vauthors=Prelog V, Seiwerth R |title= Über eine neue, ergiebigere Darstellung des Adamantans|journal= Berichte|year= 1941|volume= 74|pages= 1769–1772|doi = 10.1002/cber.19410741109|issue= 11}}</ref>
===Zürich===
In 1941, in the midst of [[World War II]], Prelog was invited to lecture in Germany by [[Richard Kuhn]]. Shortly afterwards, [[Lavoslav Ružička]], whom Prelog asked for help, invited Prelog to visit him on his way to Germany. He and his wife used those invitations to escape to [[Zürich]] in Switzerland. With Ružička's help, he gained support from [[Ciba-Geigy|CIBA Ltd.]] and started to work in the Organic Chemistry Laboratory in the [[ETH Zurich|Swiss Federal Institute of Technology]] (''ETH'', or ''Eidgenössische Technische Hochschule''). Prelog was able to separate the [[Chirality (chemistry)|chiral]] [[enantiomer]]s of [[Tröger's base]] in 1944 by [[chromatography]] on an [[optically active]] substrate.
With this [[chiral resolution]], he was able to prove that not only [[carbon]] but also [[nitrogen]] atoms can be the chiral centre in a molecule, which had been speculated for several years.<ref>{{Cite journal | last1 = Prelog | first1 = V. | authorlink1 = Vladimir Prelog| last2 = Wieland | first2 = P. | doi = 10.1002/hlca.194402701143 | title = Über die Spaltung der Tröger'schen Base in optische Antipoden, ein Beitrag zur Stereochemie des dreiwertigen Stickstoffs | journal = Helvetica Chimica Acta | volume = 27 | pages = 1127–1134 | year = 1944 | bibcode = 1944HChAc..27.1127P }}</ref> His relationship with Ružička helped him climb up the academic hierarchical ladder. Starting as an assistant, he became ''Privat-Dozent'', ''Titularprofessor'', associate professor, and in 1952 full professor. In 1957 he succeeded Ružička as head of the Laboratory.{{sfn|Frängsmyr|Forsén|1993|p=202}} Since Prelog disliked administrative duties, he implemented rotating chairmanship in the ETH.<ref name="James1993"/>{{Rp|578}} Prelog joined the ETH at the right time, since Ružička's Jewish co-workers left the country and went to the United States, so Prelog filled the vacuum they left.<ref name="James1993"/>{{Rp|580}}
===Later work in Switzerland===
Prelog's main interest was focused on [[alkaloids]]. He found an ideal topic in the elucidation of the structure of [[solanine]]; he continued his work on ''[[Cinchona]]'' alkaloids and started to investigate [[strychnine]]. He showed that [[Robert Robinson (organic chemist)|Robert Robinson]]'s formula for strychnine was not correct. Although the formula he proposed was also not the right one, the discovery increased his international prestige. Later he worked on elucidating the structures of aromatic [[Erythrina alkaloids|''Erythrina'' alkaloids]] with [[Derek Barton]], Oskar Jeger and [[Robert Burns Woodward]].<ref name="James1993"/>{{Rp|580}}
At mid-century, the instrumental revolution necessitated a new approach to structural elucidation. Purely chemical methods had become outdated and had lost some of their intellectual appeal. Recognizing the growing importance of microbial metabolites, Prelog started working on these compounds, which possess unusual structures and interesting biological properties. It led him into antibiotics, and he subsequently elucidated the structures of such compounds as [[nonactin]], [[boromycin]], and [[rifamycins]]. For Prelog, natural products represented more than a chemical challenge. He considered them a record of billions of years of evolution.<ref name="James1993"/>{{Rp|580}}
In 1944 at the ETH, Prelog managed to separate enantiomers with "asymmetric" trivalent [[nitrogen]] by column [[chromatography]] at a time when this method was still in its infancy. His work on medium-sized alicyclic and heterocyclic rings established him as a pioneer in stereochemistry and conformational theory and brought an invitation to give the first Centenary Lecture of the Chemical Society in London in 1949. He synthesised medium-sized ring compounds with 8 to 12 members from dicarboxylic acid esters by [[acyloin condensation]] and explained their unusual chemical reactivity by a "nonclassical" strain because of energetically unfavorable conformations. He also contributed to the understanding of Bredt's rule by showing that a double bond may occur at the bridgehead if the ring is large enough.<ref name="James1993"/>{{Rp|580-581}}
In his research of asymmetric syntheses, Prelog studied enantioselective reactions and established rules for the relationship between configuration of educts and products. From Prelog's researches into the stereospecificity of microbiological reductions of alicyclic ketones and the enzymic oxidation of alcohols, he contributed not only to the knowledge of the mechanism of stereospecificity of enzymic reactions in general but also to the structure of the active site of the enzyme.<ref name="James1993"/>{{Rp|581}}
Specifying the growing number of [[stereoisomers]] of organic compounds became for Prelog one of his important aims. In 1954 he joined [[Robert Sidney Cahn]] and [[Christopher Kelk Ingold]] in their efforts to build a system for specifying a particular stereoisomers by simple and unambiguous descriptors that could be easily assigned and deciphered: The [[Cahn–Ingold–Prelog priority rules|CIP system]] (Cahn–Ingold–Prelog) was developed for defining absolute configuration using "sequence rules". Together they published two papers. After Cahn and Ingold died, Prelog published a third paper on the topic.<ref name="James1993"/>{{Rp|581}} In 1959, Prelog obtained Swiss citizenship.{{sfn|Frängsmyr|Forsén|1993|p=202}}
==Awards and honours==
Prelog was elected to the [[American Academy of Arts and Sciences]] in 1960<ref>{{Cite web |title=Vladimir Prelog |url=https://www.amacad.org/person/vladimir-prelog |access-date=2022-07-26 |website=American Academy of Arts & Sciences |language=en}}</ref> and the United States [[National Academy of Sciences]] in 1961.<ref>{{Cite web |title=V. Prelog |url=http://www.nasonline.org/member-directory/deceased-members/45939.html |access-date=2022-07-26 |website=www.nasonline.org}}</ref>
Prelog was elected a [[List of Fellows of the Royal Society elected in 1962|Foreign Member of the Royal Society (ForMemRS) in 1962]] for his contribution to the development of modern stereochemistry.<ref name="frs" />
Prelog received the 1975 [[Nobel Prize in Chemistry]]<ref>{{cite web|url=http://www.nobel.se/chemistry/laureates/1975/prelog-autobio.html|title=Vladimir Prelog}}</ref><ref>{{cite web|url=http://www.nobel-winners.com/Chemistry/vladimir_prelog.html|title=Vladimir Prelog|first=Timeline of Nobel Winners|last=Company|website=www.nobel-winners.com}}</ref><ref>[http://www.posta.hr/default.aspx?id=3622&m=417 Croatian Nobel Prize Winners (list)] {{Webarchive|url=https://web.archive.org/web/20150924080653/http://www.posta.hr/default.aspx?id=3622&m=417 |date=24 September 2015 }}, posta.hr. Retrieved 29 June 2015.{{in lang|hr}}</ref> for his research into the [[stereochemistry]] of organic molecules and reaction,<ref>{{Cite book |last=Rezende |first=Lisa |url=https://books.google.com/books?id=079t8r9RIcIC |title=Chronology of Science |date=2006 |publisher=Infobase Publishing |isbn=978-1-4381-2980-8 |pages=352 |language=en}}</ref> sharing it with the Australian/British research chemist [[John Cornforth (scientist)|John Cornforth]].<ref name="James1993"/>{{Rp|571}} He was elected to the [[American Philosophical Society]] the following year.<ref>{{Cite web |title=APS Member History |url=https://search.amphilsoc.org/memhist/search?creator=Vladimir+Prelog&title=&subject=&subdiv=&mem=&year=&year-max=&dead=&keyword=&smode=advanced |access-date=2022-07-26 |website=search.amphilsoc.org}}</ref>
In 1986, he became an honorary member of the [[Yugoslav Academy of Sciences and Arts]].{{citation needed|date=May 2015}} Prelog was also a member of [[Serbian Academy of Sciences and Arts]].<ref>{{Cite web|url=https://www.sanu.ac.rs/clan/prelog-vladimir/|title=Prelog Vladimir|website=www.sanu.ac.rs|access-date=2019-12-14}}</ref>
==Personal life==
In 1933, Prelog married Kamila Vitek.<ref name="James1993"/>{{Rp|578}} The couple had a son Jan (born 1949).{{sfn|Frängsmyr|Forsén|1993|p=202}}
An intellectual with a wide cultural background, Prelog was one of the 109 Nobel Prize winners who signed the [[Battle of Vukovar#International reaction|peace appeal]] for Croatia in 1991.{{citation needed|date=September 2018}}
Vladimir Prelog died in [[Zürich]], at the age of 91. An urn containing Prelog's ashes was ceremoniously interred at the [[Mirogoj cemetery]] in [[Zagreb]] on 27 September 2001. In 2008, a memorial to Prelog was unveiled in [[Prague]].<ref>[http://www.matis.hr/vijesti.php?id=2049 Spomenik Prelogu u Pragu], matis.hr. Retrieved 16 May 2015.{{in lang|hr}}</ref>
==References==
{{Reflist|35em}}
==Bibliography==
* {{Cite book | title=Chemistry: 1971-1980 | editor-first1=Tore | editor-last1=Frängsmyr | editor-first2=Sture | editor-last2=Forsén | publisher=World Scientific | date=1993 | isbn=9789810207861}}
==External links ==
* {{Nobelprize}} including the Nobel Lecture, 12 December 1975 ''Chirality in Chemistry''
{{commons category|Vladimir Prelog}}
{{Authority control}}
{{Nobel Prize in Chemistry Laureates 1951-1975}}
{{1975 Nobel Prize winners}}
{{DEFAULTSORT:Prelog, Vladimir}}
[[Category:1906 births]]
[[Category:1998 deaths]]
[[Category:Croats of Bosnia and Herzegovina]]
[[Category:20th-century Croatian people]]
[[Category:20th-century Swiss chemists]]
[[Category:Croatian chemists]]
[[Category:Organic chemists]]
[[Category:Nobel laureates in Chemistry]]
[[Category:Croatian Nobel laureates]]
[[Category:Nobel laureates from Austria-Hungary]]
[[Category:Swiss Nobel laureates]]
[[Category:Academic staff of ETH Zurich]]
[[Category:Foreign members of the Royal Society]]
[[Category:Foreign associates of the National Academy of Sciences]]
[[Category:Foreign members of the USSR Academy of Sciences]]
[[Category:Foreign members of the Russian Academy of Sciences]]
[[Category:Bosnia and Herzegovina scientists]]
[[Category:Croatian Austro-Hungarians]]
[[Category:Croatian emigrants to Switzerland]]
[[Category:Yugoslav emigrants to Switzerland]]
[[Category:Scientists from Sarajevo]]
[[Category:Burials at Mirogoj Cemetery]]
[[Category:Czech Technical University in Prague alumni]]
[[Category:Stereochemists]]
[[Category:Members of the Serbian Academy of Sciences and Arts]]
[[Category:Yugoslav Nobel laureates]]
[[Category:Members of the American Philosophical Society]]
[[Category:Bosnia and Herzegovina expatriates in Switzerland]]
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