fbpx
Wikipedia

Zoltan Hajos

Zoltan George Hajos (born Zoltán György Hajós; 3 March 1926 – 9 October 2022) was a Hungarian-American organic chemist. Originally an academic in his native Budapest, then an industrial chemist in the pharmaceutical industry, he is known for the Hajos–Parrish–Eder–Sauer–Wiechert reaction (originally named Hajos-Parrish reaction by Claude Agami in 1985[1]).

Zoltan Hajos
Born
Zoltán György Hajós

(1926-03-03)3 March 1926
Died9 October 2022(2022-10-09) (aged 96)
Budapest, Hungary
NationalityHungarian
American (naturalized)
Alma materTechnical University of Budapest
Known forOrganocatalysis, total synthesis of steroids
Scientific career
FieldsOrganic chemistry
InstitutionsHoffmann-La Roche, Johnson & Johnson
Doctoral advisorZoltán Csűrös [hu]

Biography

Chemistry training

Hajos studied chemistry at the Technical University of Budapest (TU Budapest), in Hungary, completing an M.Sc. in 1947,[2] and his doctoral work under Zoltan Csuros of the Institute of Organic Chemical Technology in 1950.[2]

Early academic career

Hajos remained there until accepting a position as assistant professor in organic chemistry at the TU Budapest in 1948, where he stayed until 1957,[3][4] With backlash following the 1956 Revolution in October, 1956,[5] Hajos left TU Budapest and communist Hungary for the United States, where he took a position as a research associate in organic chemistry, a senior postdoctoral-level position, in the Department of Chemistry at Princeton University, beginning in 1957.[3]

Second academic and pharmaceutical periods

Hajos accepted a chemistry position with the Pharmaceutical Research Institute of Hoffmann-La Roche, a pharmaceutical company, in Nutley, New Jersey, in 1960.[3] He remained in that position until beginning a second phase of an academic career in 1970, first in the Chemistry Department of the University of Vermont (1972–1973), and thereafter on the Faculty of Pharmacy of the University of Toronto (1973–1974).[3] Hajos returned to the pharmaceutical industry in 1975, proceeding through a series of positions at the Research Institute of Johnson & Johnson, until retiring in 1990.[3]

Research

Hajos–Parrish–Eder–Sauer–Wiechert reaction, discovery and importance

 
Front page of the German Patent Application no. 21 02 623, published July 29, 1971

Hajos is noted for the Hajos–Parrish–Eder–Sauer–Wiechert reaction,[6] and of the related (S)-proline-catalyzed synthesis route to the Hajos-Wiechert ketone [de],[7] and is considered a pioneer in the research area of organocatalysis.[8] In a recent review of the Hajos–Parrish–Eder–Sauer–Wiechert reaction as a name reaction, Daniel Zerong Wang describes it, and its synonyms, thus:

"This reaction was independently reported by two groups in 1971: the group of Hajos and Parrish [citing a German patent dated 29 July 1971[9]] and the group of Eder, Sauer, and Wiechert [citing a German patent dated October 7, 1971, and a 1971 journal report in German and English translation[10][11][12]]. It is an enantioselective [a]ldol [r]eaction catalyzed by (S)-proline… [and is] one of the earliest enantioselectively catalyzed reactions of practical use in synthetic organic chemistry. Owing to its wide application in organic synthesis, it has been extensively explored and extended to asymmetric [a]ldol... α-alkylation… Mannich... Michael [a]ddition... and α-amination… [reactions] of carbonyl compounds. In the literature, this reaction has been referred to by different names: [as the Hajos–Parrish–Eder–Sauer–Wiechert reaction]... Hajos-Eder-Sauer-Wiechert... Hajos-Wiechert... and Hajos-Parrish-Wiechert reactions."[13]

Nobel Prize laureate in Chemistry 2021 Benjamin List, a leader in the modern field of organocatalysis,[14] describes the importance of the discovery of the Hajos–Parrish–Eder–Sauer–Wiechert reaction thus:

"Discovered in the early 1970s, the Hajos–Parrish–Eder–Sauer–Wiechert reaction, a proline-catalyzed intramolecular aldol reaction [citing journal articles Hajos & Parrish (1974a) and Eder, Sauer & Wiechert (1971b)[11][15]], represents not only the first asymmetric aldol reaction invented by chemists but also the first highly enantioselective organocatalytic transformation.[16]

Personal life and death

Hajos died in Budapest on 9 October 2022, at the age of 96.[17]

Awards and recognition

Hajos received a Certificate of Merit, an Iron Award, from TU Budapest in May 2013, in recognition of 65 years of professional service.[2]

Hajos received a Certificate of Merit, a Ruby Award, from TU Budapest in 2017, in recognition of 70 years of professional service. [18]

Hajos received a Certificate of Merit, a Platinum Award, from TU Budapest in 2022, in recognition of 75 years of professional service. [19]

Selected publications

  • Malathi, R.; Rajagopal, D.; Hajos, Zoltan G.; Swaminathan, S. (2004). "Proline-catalysed asymmetric ketol cyclizations: The template mechanism revisited". Journal of Chemical Sciences. Springer Science and Business Media LLC. 116 (3): 159–162. doi:10.1007/bf02708219. ISSN 0253-4134. S2CID 96563949.
  • Hajos, Zoltan G.; Parrish, David R. (1974). "Asymmetric synthesis of bicyclic intermediates of natural product chemistry". The Journal of Organic Chemistry. American Chemical Society (ACS). 39 (12): 1615–1621. doi:10.1021/jo00925a003. ISSN 0022-3263.
  • Hajos, Zoltan G.; Parrish, David R. (1974). "Synthesis and conversion of 2-methyl-2-(3-oxobutyl)-1,3-cyclopentanedione to the isomeric racemic ketols of the [3.2.1]bicyclooctane and of the perhydroindane series". The Journal of Organic Chemistry. American Chemical Society (ACS). 39 (12): 1612–1615. doi:10.1021/jo00925a002. ISSN 0022-3263.
  • "( + )-(7aS)-7a-METHYL-2,3,7,7a-TETRAHYDRO-1 H-INDENE-1,5-(6H-DIONE". Organic Syntheses. 63: 26. 1985. doi:10.15227/orgsyn.063.0026. ISSN 0078-6209.
  • Kendall, Edward C.; Hajos, Zoltan G. (1960). "Tetrahydro-3,4-Furandione. I. Preparation and Properties". Journal of the American Chemical Society. American Chemical Society (ACS). 82 (12): 3219–3220. doi:10.1021/ja01497a059. ISSN 0002-7863.
  • Micheli, Robert A.; Hojos, Zoltan G.; Cohen, Noal; Parrish, David R.; Portland, Louis A.; Sciamanna, Werner; Scott, Melinda A.; Wehrli, Pius A. (21 March 1975). "Total syntheses of optically active 19-nor steroids. (+)-Estr-4-ene-3,17-dione and (+)-13.beta.-ethylgon-4-ene-3,17-dione". The Journal of Organic Chemistry. American Chemical Society (ACS). 40 (6): 675–681. doi:10.1021/jo00894a003. ISSN 0022-3263. PMID 1133631.
  • Press, Jeffery B.; Falotico, Robert; Hajos, Zoltan G.; Sawyers, Rebecca Anne; Kanojia, Ramesh M.; Williams, Louella; Haertlein, Barbara; Kauffman, Jack A.; Lakas-Weiss, Constance; Salata, Joseph J. (1992). "Synthesis and structure-activity relationship of 6-substituted purine derivatives as novel selective positive inotropes". Journal of Medicinal Chemistry. American Chemical Society (ACS). 35 (24): 4509–4515. doi:10.1021/jm00102a001. ISSN 0022-2623. PMID 1335073.

References

  1. ^ Agami, Claude; Levisalles, Jacques; Puchot, Catherine (1985). "A new diagnostic tool for elucidating the mechanism of enantioselective reactions. Application to the Hajos–Parrish reaction". J. Chem. Soc., Chem. Commun. Royal Society of Chemistry (RSC) (8): 441–442. doi:10.1039/c39850000441. ISSN 0022-4936.
  2. ^ a b c "Dr. Hajós Zoltán – 1926-ban született Budapesten. Vegyészmérnöki oklevelét 1947-ben szerezte, száma 465" (PDF). Retrieved 9 October 2021.
  3. ^ a b c d e "Hajos,Zoltan G. Magyar Biografia". dobroka.hu / dobróka.hu (in Hungarian). 10 October 2007. Retrieved 9 October 2021.
  4. ^ Hajos-Parrish reaction mechanism
  5. ^ "Soviets put a brutal end to Hungarian revolution". Retrieved 9 October 2021.
  6. ^ László Kürti, Barbara Czakó: Strategic Applications of Named Reactions in Organic Synthesis. Elsevier Academic Press, Burlington/San Diego/London 2005, ISBN 0-12-369483-3, p. 192-193.
  7. ^ "Hajos-Parrish-Eder-Sauer-Wiechert Reaction", Comprehensive Organic Name Reactions and Reagents, Hoboken, NJ, USA: John Wiley & Sons, Inc., 15 September 2010, doi:10.1002/9780470638859.conrr290, ISBN 978-0-470-63885-9
  8. ^ Jonathan Clayden, Nick Greeves, Stuart Warren: Organische Chemie, Springer Spektrum, 2013, 2. Auflage, pp. 1240–1241. ISBN 978-3-642-34715-3.
  9. ^ Hajos, Z. G. and Parrish, D. R., Ger. Pat., July 29, 1971, DE 2102623, (priority date Jan. 21, 1970).
  10. ^ Eder, U.; Sauer, G. and Wiechert, R., Ger. Pat., Oct 7, 1971a, DE 2014757.
  11. ^ a b Eder, Ulrich; Sauer, Gerhard; Wiechert, Rudolf (1971b). "New Type of Asymmetric Cyclization to Optically Active Steroid CD Partial Structures". Angewandte Chemie International Edition in English. Wiley. 10 (7): 496–497. doi:10.1002/anie.197104961. ISSN 0570-0833.
  12. ^ Eder, Ulrich; Sauer, Gerhard; Wiechert, Rudolf (1971a). "Neuartige asymmetrische Cyclisierung zu optisch aktiven Steroid-CD-Teilstücken". Angewandte Chemie (in German). Wiley. 83 (13): 492–493. Bibcode:1971AngCh..83..492E. doi:10.1002/ange.19710831307. ISSN 0044-8249.
  13. ^ Zerong Wang, 2010, "290. Hajos-Parrish-Eder-Sauer-Wiechert Reaction," in Comprehensive Organic Name Reactions and Reagents, pp. 1305–1309, New York, NY, USA:John Wiley & Sons, doi:10.1002/9780470638859.conrr290.
  14. ^ Pietschmann, Catarina (6 October 2021). "A Perspective for Life". Max-Planck-Gesellschaft. Retrieved 7 October 2021.
  15. ^ Hajos, Zoltan G.; Parrish, David R. (1974a). "Asymmetric synthesis of bicyclic intermediates of natural product chemistry". The Journal of Organic Chemistry. American Chemical Society (ACS). 39 (12): 1615–1621. doi:10.1021/jo00925a003. ISSN 0022-3263.
  16. ^ List, B.; Hoang, L.; Martin, H. J. (8 April 2004). "Asymmetric Catalysis Special Feature Part II: New mechanistic studies on the proline-catalyzed aldol reaction". Proceedings of the National Academy of Sciences. 101 (16): 5839–5842. Bibcode:2004PNAS..101.5839L. doi:10.1073/pnas.0307979101. ISSN 0027-8424. PMC 395996. PMID 15073330.
  17. ^ "We are sad to inform you that Zoltan G. Hajos, a groundbreaking pioneer of #organocatalysis, has passed away". Soos OrgCat Lab on Twitter. 10 October 2022. Retrieved 6 December 2022.
  18. ^ "Arany-, Gyémánt-, Vas-, Rubin- és Platinadiplomások 2017" (PDF). ISSN 2063-3459. Retrieved 23 October 2022.
  19. ^ "Arany-, Gyémánt-, Vas-, Rubin- és Platinadiplomások 2022" (PDF). ISSN 2063-3459. Retrieved 23 October 2022.

zoltan, hajos, native, form, this, personal, name, hajós, zoltán, györgy, this, article, uses, western, name, order, when, mentioning, individuals, zoltan, george, hajos, born, zoltán, györgy, hajós, march, 1926, october, 2022, hungarian, american, organic, ch. The native form of this personal name is Hajos Zoltan Gyorgy This article uses Western name order when mentioning individuals Zoltan George Hajos born Zoltan Gyorgy Hajos 3 March 1926 9 October 2022 was a Hungarian American organic chemist Originally an academic in his native Budapest then an industrial chemist in the pharmaceutical industry he is known for the Hajos Parrish Eder Sauer Wiechert reaction originally named Hajos Parrish reaction by Claude Agami in 1985 1 Zoltan HajosBornZoltan Gyorgy Hajos 1926 03 03 3 March 1926Budapest HungaryDied9 October 2022 2022 10 09 aged 96 Budapest HungaryNationalityHungarianAmerican naturalized Alma materTechnical University of BudapestKnown forOrganocatalysis total synthesis of steroidsScientific careerFieldsOrganic chemistryInstitutionsHoffmann La Roche Johnson amp JohnsonDoctoral advisorZoltan Csuros hu Contents 1 Biography 1 1 Chemistry training 1 2 Early academic career 1 3 Second academic and pharmaceutical periods 2 Research 2 1 Hajos Parrish Eder Sauer Wiechert reaction discovery and importance 3 Personal life and death 4 Awards and recognition 5 Selected publications 6 ReferencesBiography EditChemistry training Edit Hajos studied chemistry at the Technical University of Budapest TU Budapest in Hungary completing an M Sc in 1947 2 and his doctoral work under Zoltan Csuros of the Institute of Organic Chemical Technology in 1950 2 Early academic career Edit Hajos remained there until accepting a position as assistant professor in organic chemistry at the TU Budapest in 1948 where he stayed until 1957 3 4 With backlash following the 1956 Revolution in October 1956 5 Hajos left TU Budapest and communist Hungary for the United States where he took a position as a research associate in organic chemistry a senior postdoctoral level position in the Department of Chemistry at Princeton University beginning in 1957 3 Second academic and pharmaceutical periods Edit Hajos accepted a chemistry position with the Pharmaceutical Research Institute of Hoffmann La Roche a pharmaceutical company in Nutley New Jersey in 1960 3 He remained in that position until beginning a second phase of an academic career in 1970 first in the Chemistry Department of the University of Vermont 1972 1973 and thereafter on the Faculty of Pharmacy of the University of Toronto 1973 1974 3 Hajos returned to the pharmaceutical industry in 1975 proceeding through a series of positions at the Research Institute of Johnson amp Johnson until retiring in 1990 3 Research EditHajos Parrish Eder Sauer Wiechert reaction discovery and importance Edit Front page of the German Patent Application no 21 02 623 published July 29 1971Hajos is noted for the Hajos Parrish Eder Sauer Wiechert reaction 6 and of the related S proline catalyzed synthesis route to the Hajos Wiechert ketone de 7 and is considered a pioneer in the research area of organocatalysis 8 In a recent review of the Hajos Parrish Eder Sauer Wiechert reaction as a name reaction Daniel Zerong Wang describes it and its synonyms thus This reaction was independently reported by two groups in 1971 the group of Hajos and Parrish citing a German patent dated 29 July 1971 9 and the group of Eder Sauer and Wiechert citing a German patent dated October 7 1971 and a 1971 journal report in German and English translation 10 11 12 It is an enantioselective a ldol r eaction catalyzed by S proline and is one of the earliest enantioselectively catalyzed reactions of practical use in synthetic organic chemistry Owing to its wide application in organic synthesis it has been extensively explored and extended to asymmetric a ldol a alkylation Mannich Michael a ddition and a amination reactions of carbonyl compounds In the literature this reaction has been referred to by different names as the Hajos Parrish Eder Sauer Wiechert reaction Hajos Eder Sauer Wiechert Hajos Wiechert and Hajos Parrish Wiechert reactions 13 Nobel Prize laureate in Chemistry 2021 Benjamin List a leader in the modern field of organocatalysis 14 describes the importance of the discovery of the Hajos Parrish Eder Sauer Wiechert reaction thus Discovered in the early 1970s the Hajos Parrish Eder Sauer Wiechert reaction a proline catalyzed intramolecular aldol reaction citing journal articles Hajos amp Parrish 1974a and Eder Sauer amp Wiechert 1971b 11 15 represents not only the first asymmetric aldol reaction invented by chemists but also the first highly enantioselective organocatalytic transformation 16 Personal life and death EditHajos died in Budapest on 9 October 2022 at the age of 96 17 Awards and recognition EditHajos received a Certificate of Merit an Iron Award from TU Budapest in May 2013 in recognition of 65 years of professional service 2 Hajos received a Certificate of Merit a Ruby Award from TU Budapest in 2017 in recognition of 70 years of professional service 18 Hajos received a Certificate of Merit a Platinum Award from TU Budapest in 2022 in recognition of 75 years of professional service 19 Selected publications EditMalathi R Rajagopal D Hajos Zoltan G Swaminathan S 2004 Proline catalysed asymmetric ketol cyclizations The template mechanism revisited Journal of Chemical Sciences Springer Science and Business Media LLC 116 3 159 162 doi 10 1007 bf02708219 ISSN 0253 4134 S2CID 96563949 Hajos Zoltan G Parrish David R 1974 Asymmetric synthesis of bicyclic intermediates of natural product chemistry The Journal of Organic Chemistry American Chemical Society ACS 39 12 1615 1621 doi 10 1021 jo00925a003 ISSN 0022 3263 Hajos Zoltan G Parrish David R 1974 Synthesis and conversion of 2 methyl 2 3 oxobutyl 1 3 cyclopentanedione to the isomeric racemic ketols of the 3 2 1 bicyclooctane and of the perhydroindane series The Journal of Organic Chemistry American Chemical Society ACS 39 12 1612 1615 doi 10 1021 jo00925a002 ISSN 0022 3263 7aS 7a METHYL 2 3 7 7a TETRAHYDRO 1 H INDENE 1 5 6H DIONE Organic Syntheses 63 26 1985 doi 10 15227 orgsyn 063 0026 ISSN 0078 6209 Kendall Edward C Hajos Zoltan G 1960 Tetrahydro 3 4 Furandione I Preparation and Properties Journal of the American Chemical Society American Chemical Society ACS 82 12 3219 3220 doi 10 1021 ja01497a059 ISSN 0002 7863 Micheli Robert A Hojos Zoltan G Cohen Noal Parrish David R Portland Louis A Sciamanna Werner Scott Melinda A Wehrli Pius A 21 March 1975 Total syntheses of optically active 19 nor steroids Estr 4 ene 3 17 dione and 13 beta ethylgon 4 ene 3 17 dione The Journal of Organic Chemistry American Chemical Society ACS 40 6 675 681 doi 10 1021 jo00894a003 ISSN 0022 3263 PMID 1133631 Press Jeffery B Falotico Robert Hajos Zoltan G Sawyers Rebecca Anne Kanojia Ramesh M Williams Louella Haertlein Barbara Kauffman Jack A Lakas Weiss Constance Salata Joseph J 1992 Synthesis and structure activity relationship of 6 substituted purine derivatives as novel selective positive inotropes Journal of Medicinal Chemistry American Chemical Society ACS 35 24 4509 4515 doi 10 1021 jm00102a001 ISSN 0022 2623 PMID 1335073 References Edit Agami Claude Levisalles Jacques Puchot Catherine 1985 A new diagnostic tool for elucidating the mechanism of enantioselective reactions Application to the Hajos Parrish reaction J Chem Soc Chem Commun Royal Society of Chemistry RSC 8 441 442 doi 10 1039 c39850000441 ISSN 0022 4936 a b c Dr Hajos Zoltan 1926 ban szuletett Budapesten Vegyeszmernoki oklevelet 1947 ben szerezte szama 465 PDF Retrieved 9 October 2021 a b c d e Hajos Zoltan G Magyar Biografia dobroka hu dobroka hu in Hungarian 10 October 2007 Retrieved 9 October 2021 Hajos Parrish reaction mechanism Soviets put a brutal end to Hungarian revolution Retrieved 9 October 2021 Laszlo Kurti Barbara Czako Strategic Applications of Named Reactions in Organic Synthesis Elsevier Academic Press Burlington San Diego London 2005 ISBN 0 12 369483 3 p 192 193 Hajos Parrish Eder Sauer Wiechert Reaction Comprehensive Organic Name Reactions and Reagents Hoboken NJ USA John Wiley amp Sons Inc 15 September 2010 doi 10 1002 9780470638859 conrr290 ISBN 978 0 470 63885 9 Jonathan Clayden Nick Greeves Stuart Warren Organische Chemie Springer Spektrum 2013 2 Auflage pp 1240 1241 ISBN 978 3 642 34715 3 Hajos Z G and Parrish D R Ger Pat July 29 1971 DE 2102623 priority date Jan 21 1970 Eder U Sauer G and Wiechert R Ger Pat Oct 7 1971a DE 2014757 a b Eder Ulrich Sauer Gerhard Wiechert Rudolf 1971b New Type of Asymmetric Cyclization to Optically Active Steroid CD Partial Structures Angewandte Chemie International Edition in English Wiley 10 7 496 497 doi 10 1002 anie 197104961 ISSN 0570 0833 Eder Ulrich Sauer Gerhard Wiechert Rudolf 1971a Neuartige asymmetrische Cyclisierung zu optisch aktiven Steroid CD Teilstucken Angewandte Chemie in German Wiley 83 13 492 493 Bibcode 1971AngCh 83 492E doi 10 1002 ange 19710831307 ISSN 0044 8249 Zerong Wang 2010 290 Hajos Parrish Eder Sauer Wiechert Reaction in Comprehensive Organic Name Reactions and Reagents pp 1305 1309 New York NY USA John Wiley amp Sons doi 10 1002 9780470638859 conrr290 Pietschmann Catarina 6 October 2021 A Perspective for Life Max Planck Gesellschaft Retrieved 7 October 2021 Hajos Zoltan G Parrish David R 1974a Asymmetric synthesis of bicyclic intermediates of natural product chemistry The Journal of Organic Chemistry American Chemical Society ACS 39 12 1615 1621 doi 10 1021 jo00925a003 ISSN 0022 3263 List B Hoang L Martin H J 8 April 2004 Asymmetric Catalysis Special Feature Part II New mechanistic studies on the proline catalyzed aldol reaction Proceedings of the National Academy of Sciences 101 16 5839 5842 Bibcode 2004PNAS 101 5839L doi 10 1073 pnas 0307979101 ISSN 0027 8424 PMC 395996 PMID 15073330 We are sad to inform you that Zoltan G Hajos a groundbreaking pioneer of organocatalysis has passed away Soos OrgCat Lab on Twitter 10 October 2022 Retrieved 6 December 2022 Arany Gyemant Vas Rubin es Platinadiplomasok 2017 PDF ISSN 2063 3459 Retrieved 23 October 2022 Arany Gyemant Vas Rubin es Platinadiplomasok 2022 PDF ISSN 2063 3459 Retrieved 23 October 2022 Retrieved from https en wikipedia org w index php title Zoltan Hajos amp oldid 1136183318, wikipedia, wiki, book, books, library,

article

, read, download, free, free download, mp3, video, mp4, 3gp, jpg, jpeg, gif, png, picture, music, song, movie, book, game, games.