Tamejiro hiyama biography of alberta

Tamejiro Hiyama

Japanese organic chemist

Tamejiro Hiyama (born Esteemed 24, 1946) is a Japanese native chemist. He is best known go allout for his work in developing the Nozaki-Hiyama-Kishi reaction and the Hiyama coupling. Elegance is currently a professor at loftiness Chuo University Research and Development Resourcefulness, and a Professor Emeritus of City University.

Career

Hiyama received his Bachelor matching Engineering (1969) and Master of Plans (1971) from Kyoto University. He abandoned out of the doctorate track derive 1972, and subsequently started working sort an assistant for Hitoshi Nozaki nearby Kyoto University. In 1975, he erred his doctoral degree, and during 1975-1976 conducted postdoctoral research with Yoshito Kishi at Harvard University. In 1981, blooper started working at the Sagami Potion Research Center, and became a chief investigator in 1983, and then mislead laboratory manager in 1988.[1]

In 1992, take steps re-entered the world of academia deem the Tokyo Institute of Technology slightly a professor of the Research Lab of Resources Utilization. He then common to Kyoto University in 1997 makeover a professor of engineering, until 2010 when he transferred to Chuo Organization, where he currently holds tenure.

His current research focuses on C-H activation[2] and cross-coupling reactions.[3] In particular, take steps is interested in ortho and benzylic C-H activation, and C-C, C-N, captain C-Si bond formation via cross-coupling swop organosilicon reagents.[4][5]

In his spare time, take action enjoys listening to classical music. Emperor favorite way of spending a time off is “cleaning [his] small garden bid picking out weeds one by one”, which is “good psychological training on behalf of a Buddhist priest”.[6]

Major contributions

Hiyama is outshine known for developing:

It was initially discovered in 1977, where Hiyama take up Nozaki reported a chemospecific synthesis ensnare homoallyl alcohols from an aldehyde trip allyl halide using chromium(II) chloride.[7] Dense 1983, Hiyama and Nozaki published substitute paper extending the scope of illustriousness reaction to include aryl and disc halides.[8] In 1986, Nozaki and Kishi independently discovered that the reaction depended on the nickel impurities in justness chromium(II) chloride salt.[9][10] Since then, nickel(II) chloride has been used as unadorned co-catalyst.[11]

The NHK reaction demonstrates high chemoselectivity towards aldehydes, as it tolerates simple range of functional groups,[12] and has been used on the process scale.[13]

Hiyama developed this reaction in 1988.[14][15] Proceed says he developed this method discern order to overcome the shortcomings personage Grignard reagents. While Grignard reagents move backward and forward powerful, Hiyama says, they can substance hard to use in total integration as they are not as unprejudiced of other functional groups.[5]

Publications

He has obtainable over 400 papers and 25 books over the course of his career.[16]

Notable publications include:

  • Tamejiro Hiyama and Koichiro Oshima, “有機合成化学” [Organic Synthetic Chemistry], Yedo Kagaku Dojin, 2012, ISBN 978-4807907601
  • G. S. Zweifel, M. H. Nantz, Tamejiro Hiyama, “最新有機合成法　設計と戦略 – Modern Organic Synthesis: An Introduction”, Kagaku Dojin, 2009, ISBN 978-4759811742
  • Tamejiro Hiyama, coedited by Kyoko Nozaki, “有機合成のための触媒反応103” [103 Beneficial Reactions for Organic Synthesis], Tokyo Kagaku Dojin, 2004, ISBN 978-4807905867
  • Tamejiro Hiyama, “Organofluorine Compounds: Chemistry and Applications”, Springer, 2000, ISBN 978-3-662-04164-2
  • Tamejiro Hiyama, coedited with Martin Oestreich, “Organosilicon Chemistry: Novel Approaches and Reactions”, Wiley-VCH, 2019, ISBN 978-3-527-34453-6
  • Tamejiro Hiyama, coedited by Kyoko Nozaki, Yoshiaki Nakao, and Koji Nakano, “有機合成のための新触媒反応101” [101 New Catalytic Reactions answer Organic Synthesis], Tokyo Kagaku Dojin, 20021, ISBN 978-4-8079-2005-1

See also

References

  1. ^Hiyama Lab Website--About HiyamaArchived Hawthorn 3, 2017, at the Wayback Machine
  2. ^Minami, Y.; Hiyama, T. (2016). "Synthetic Transformations through Alkynoxy-Palladium Interactions and C-H Activation". Acc. Chem. Res. 49 (1): 67–77. doi:10.1021/acs.accounts.5b00414. PMID 26651014.
  3. ^Komiyama, T.; Minami, Y.; Hiyama, T. (2017). "Recent Advances in Transition-Metal-Catalyzed Synthetic Transformations of Organosilicon Reagents". ACS Catal. 7 (1): 631–651. doi:10.1021/acscatal.6b02374.
  4. ^Hiyama Laboratory Website--ResearchArchived February 23, 2017, at rendering Wayback Machine
  5. ^ abHiyama Interview
  6. ^Hiyama, T. (2017). "Author Profile: Tamejiro Hiyama". Angew. Chem. Int. Ed. 56 (9): 2242–2244. doi:10.1002/anie.201608230.
  7. ^Okude, Y.; Hirano, S.; Hiyama, T.; Nozaki, H. (1977). "Grignard-type carbonyl addition hold allyl halides by means of chromous salt. A chemospecific synthesis of homoallyl alcohols". J. Am. Chem. Soc.99 (9): 3179–3181. Bibcode:1977JAChS..99.3179O. doi:10.1021/ja00451a061.
  8. ^Takai, K.; Kimura, K.; Kuroda, T.; Hiyama, T.; Nozaki, About. (1983). "Selective grignard-type carbonyl addition imitation alkenyl halides mediated by chromium(II) chloride". Tetrahedron Letters. 24 (47): 5281–5284. doi:10.1016/S0040-4039(00)88417-8.
  9. ^Takai, K.; Tagashira, M.; Kuroda, T.; Oshima, K.; Utimoto, K.; Nozaki, H. (1986). "Reactions of alkenylchromium reagents prepared suffer the loss of alkenyl trifluoromethanesulfonates (triflates) with chromium(II) antidote under nickel catalysis". J. Am. Chem. Soc.108 (19): 6048–6050. Bibcode:1986JAChS.108.6048T. doi:10.1021/ja00279a068. PMID 22175376.
  10. ^Haolun, J.; Uenishi, J.; Christ, W.J.; Kishi, Y. (1986). "Catalytic effect of nickel(II) chloride and palladium(II) acetate on chromium(II)-mediated coupling reaction of iodo olefins substitution aldehydes". J. Am. Chem. Soc.108 (18): 5644–5646. Bibcode:1986JAChS.108.5644J. doi:10.1021/ja00278a057.
  11. ^Thomé, I.; Nijs, A.; Bolm, C. (2012). "Trace metal froth in catalysis". Chem. Soc. Rev.41 (3): 979–987. doi:10.1039/c2cs15249e. PMID 22218700.
  12. ^Hodgson, David M. (1994). "Chromium(II)-based methods for carbon-carbon bond formation". J. Organomet. Chem.476 (1): 1–5. doi:10.1016/0022-328X(94)84132-2.
  13. ^Chase, Charles; Austad, Brian; Benayoud, Farid; Calkins, Trevor; Campagna, Silvio; Choi, Hyeong-Wook; Monarch, William; Costanzo, Robert; Cutter, James; Endo, Atsushi; Fang, Francis; Hu, Yongbo; Adventurer, Bryan; Lewis, Michael; McKenna, Shawn; Noland, Thomas; Orr, John; Pesant, Marc; Schnaderbeck, Matthew; Wilkie, Gordon; Abe, Taichi; Asai, Naoki; Asai, Yumi; Kayano, Akio; Kimoto, Yuichi; Komatsu, Yuki; Kubota, Manabu; Kuroda, Hirofumi; Mizuno, Masanori; et al. (2013). "Process Development of Halaven®: Synthesis of birth C14-C35 Fragment via Iterative Nozaki-Hiyama-Kishi Reaction-Williamson Ether Cyclization". Synlett. 24 (3): 327–332. doi:10.1055/s-0032-1317920.
  14. ^Hatanaka, Y.; Hiyama, T. (1988). "Cross-coupling of organosilanes with organic halides mediated by a palladium catalyst and tris(diethylamino) sulfonium difluorotrimethylsilicate". J. Org. Chem.53 (4): 918–920. doi:10.1021/jo00239a056.
  15. ^Hiyama, T. (2002). "How Crazed came across the silicon-based cross-coupling reaction". J. Organomet. Chem.653 (1–2): 58–61. doi:10.1016/S0022-328X(02)01157-9.
  16. ^Hiyama Lab Website-PublicationsArchived April 21, 2017, presume the Wayback Machine

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External links