Prof. Dr. Ilya D. Gridnev
N.D. Zelinsky Institute of Organic Chemistry, Moscow, Moskva, Russia
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Academic Career Length
20Years (2007-Present)
(Calculated once Scilit publication data is synced: current year − year of first publication + 1)
Representative Publications
View All Publications17 July 2009 in Chemical Communications
Journal Article
YYYoshinori Yamamoto
Yoshinori YamamotoIlya D. GridnevNPNitin T. Patil
Nitin T. PatilTJTienan Jin
Tienan JinThe reaction of 2-alkynyl-1-methylene azide aromatics 1 with iodine gives 1,3-disubstituted 4-iodoisoquinolines 3, and the treatment of 1 with a gold–silver combined catalyst affords isoquinolines 4. On the other hand, TfOH-catalyzed reaction of 1 produces 1,3-dipolar cycloadducts, triazoles 5. Computations reveal that “non-symmetrical” and “slightly non-symmetrical” coordinations between the triple bond and electrophiles (cationic Au and iodonium species) are prone to give the isoquinolines, while “symmetrical” coordination with electrophiles (a Brønsted acid and Au(I)) affords the triazoles. Keeping this background material in mind, the reactions through alkyne activation with electrophiles are surveyed. In most cases, products having similar structural frameworks were obtained through alkyne activation with Brønsted acids, iodine and gold complexes; the difference is whether H or I is incorporated in the final products. However, in a few cases, different reactivities and product structures were observed between those three reagents and catalysts.
1 February 2008 in Journal of the American Chemical Society
Journal Article
Ilya D. GridnevTITsuneo Imamoto
Tsuneo Imamoto
GHGarrett Hoge
Garrett Hoge
MKMitsuhiro Kouchi
Mitsuhiro Kouchi
HTHidetoshi Takahashi
Hidetoshi Takahashi
12 October 2009 in Chemical Communications
Journal Article
Ilya D. GridnevTITsuneo Imamoto
Tsuneo ImamotoThis article describes recent developments in the understanding of the mechanism of enantioselection in one of the most efficient artificial catalytic reactions—Rh-catalyzed asymmetric hydrogenation. Numerous experimental and computational data are consistent with the idea that the enantioselection takes place through the reversible coordination of the double bond in octahedral dihydride complexes, which can happen only if the resulting chelate cycle is formed in the less hindered quadrant. In its main features, this mechanism of generating chirality resembles the recently uncovered three-stage recognition process occurring in enzymatic reactions.
3 July 2007 in Chemical Communications
Journal Article
The amplifying asymmetric autocatalysis discovered by Soai and co-workers is dependent on the unique steric properties of the isopropyl group.
22 September 2008 in Chemistry – An Asian Journal
Journal Article
TITsuneo Imamoto
Tsuneo ImamotoTITakuma Itoh
Takuma Itoh
KYKazuhiro Yoshida
Kazuhiro YoshidaIlya D. Gridnev5 August 2021 in Natural Sciences
Journal Article
JZJian Zhang
Jian Zhang
TCTiantian Chen
Tiantian Chen
YWYuanhao Wang
Yuanhao Wang
FZFengfan Zhou
Fengfan Zhou
Zhenfeng ZhangWZWanbin Zhang
Wanbin Zhang +1
The efficient construction of γ‐chirogenic amines has been realized via asymmetric hydrogenation of γ‐branched N‐phthaloyl allylamines by using a bisphosphine‐Rh catalyst bearing a large bite angle. The desired products possessing different γ‐substituents were obtained in quantitative yields and with excellent enantioselectivities (up to >99% ee). This protocol provides a practical method for the preparation of γ‐chirogenic amine derivatives such as the famous antidepressant drug Fluoxetine (up to 50000 S/C). The mechanistic calculations show an unusual P‐Rh‐P trans‐chelating pattern and a weak interaction‐promoted activation mode which are completely different from the traditional cis‐chelating pattern and coordination‐promoted activation mode in metal‐catalyzed hydrogenations.Key points: Novel methodology of asymmetric hydrogenation was developed for efficient synthesis of γ‐chirogenic amines. New synthetic route was developed for the well‐known antidepressant drug Fluoxetine. Unusual mechanism information was found in the bidentate bisphosphine‐Rh‐catalyzed hydrogenation.
About Me
Ilya Gridnev received his Ph.D in 1989 from Moscow University. From 1990 to 1998, he was employed by the Russian Academy of Science (the Institute of Organic Chemistry and the Institute of Organoelement Compounds). After two postdoctoral stays in Japan (JSPS Fellowship, Hokkaido University) and Germany (A. v. Humboldt Fellowship, Göttingen University), he obtained his Dr. Sci. Degree (“Habilitation”) from the A. V. Nesmeyanov Institute of Organoelement Compounds, Moscow, Russia. From 1998 to 2007, he was employed as a Research Associate in the University of Rennes, France; Chiba University, Japan; and Oxford University, UK. From 2003 to 2007, he was an Associate Professor in Tohoku University (Sendai, Japan). From April 2007 to March 2012, he worked as an Associate Professor in the Tokyo Institute of Technology, and from April 2012 to March 2021, he worked again in Tohoku University.
In March 2021, he returned to Russia to take a position of Leading Researcher in the N. D. Zelinsky Institute of Organic Chemistry. He also teaches as a Professor of the Chemical department of Moscow State University. His research interests cover organometallic chemistry, reaction mechanisms, and NMR spectroscopy.