Pt(ii)-Chiral diene-catalyzed enantioselective formal [4 + 2] cycloaddition initiated by C–C bond cleavage and elucidation of a Pt(ii)/(iv) cycle by DFT calculations-Reference-Cited by-同舟云学术

Pt(ii)-Chiral diene-catalyzed enantioselective formal [4 + 2] cycloaddition initiated by C–C bond cleavage and elucidation of a Pt(ii)/(iv) cycle by DFT calculations

Published:2021 Issue:24 Volume:8 Page:6985-6991
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Shibata Takanori¹^ORCID,Shiozawa Natsumi¹,Nishibe Shun¹,Takano Hideaki¹²³^ORCID,Maeda Satoshi²³⁴^ORCID

Affiliation:

1. Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, Shinjuku, Tokyo 169-8555, Japan

2. Institute for Chemical Reaction Design and Discovery (WPI-ICReDD), Hokkaido University, Kita 21 Nishi 10, Kita-ku, Sapporo, Hokkaido 001-0021, Japan

3. JST, ERATO Maeda Artificial Intelligence for Chemical Reaction Design and Discovery Project, Kita 10 Nishi 8, Kita-ku, Sapporo, Hokkaido 060-0810, Japan

4. Department of Chemistry, Faculty of Science, Hokkaido University, Kita 10 Nishi 8, Kita-ku, Sapporo, Hokkaido 060-0810, Japan

Abstract

A Pt(ii)-chiral diene complex demonstrates a high catalytic activity in the enantioselective formal [4 + 2] cycloaddition along with C–C bond cleavage of biphenylene at room temp. DFT calculations elucidated that the present catalysis involves a rare Pt(ii)/Pt(iv) cycle.

Funder

Waseda University

Japan Science and Technology Corporation

Japan Society for the Promotion of Science

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/QO/D1QO01467F

Reference54 articles.

1. A Novel platinum tetrachloride-catalyzed cyclorearrangement of allyl propynyl ethers to 3-oxabicyclo[4.1.0]heptenes.