Insights into Synergistic Effects of Counterion and Ligand on Diastereoselectivity Switch in Gold-Catalyzed Post-Ugi Ipso-Cyclization.

Jun He, Jie Zhang, Yunhe Li, Yan-Bo Han, Mengyang Li, Xiang Zhao

Abstract read

In one paragraph

Article in ACS omega, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

0numbers the graph read from it

0cells of the map it votes in

0citing papers in PubMed

–field-weighted citation impact

1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

0 citing papers in PubMed.

No citing paper in PubMed yet.

4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

6 authors.

Jun HeInstitute of Molecular Science and Applied Chemistry, School of Chemistry, State Key Laboratory of Electrical Insulation and Power Equipment & MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi'an Jiaotong University, Xi'an 710049, China.

Jie ZhangInstitute of Molecular Science and Applied Chemistry, School of Chemistry, State Key Laboratory of Electrical Insulation and Power Equipment & MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi'an Jiaotong University, Xi'an 710049, China.

Yunhe LiSchool of Materials Science and Engineering, Lanzhou Jiaotong University, Lanzhou 730070, China.

Yan-Bo HanInstitute of Molecular Science and Applied Chemistry, School of Chemistry, State Key Laboratory of Electrical Insulation and Power Equipment & MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi'an Jiaotong University, Xi'an 710049, China.

Mengyang LiSchool of Physics, Xidian University, Xi'an 710071, China.

Xiang ZhaoInstitute of Molecular Science and Applied Chemistry, School of Chemistry, State Key Laboratory of Electrical Insulation and Power Equipment & MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi'an Jiaotong University, Xi'an 710049, China.ORCID https://orcid.org/0000-0003-3982-4763

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The concept of diastereoselectivity switch in gold catalysis is investigated, which primarily depends on the effects of ligand and counterion. The origins of gold-catalyzed post-Ugi ipso-cyclization for the diastereoselective synthesis of spirocyclic pyrrol-2-one-dienone have been explored with density functional theory calculations. The reported mechanism emphasized the importance of the cooperation of ligand and counterion in diastereoselectivity switch, leading to the stereocontrolling transition states. Furthermore, the nonbonding interactions primarily between the catalyst and the substrate play a significant role in the cooperation of ligand and counterion. This work would be useful to further understand the reaction mechanism of gold-catalyzed cyclization and the effects of ligand and counterion.

Identifiers

PMID37396265

DOI10.1021/acsomega.3c01279

PMCPMC10308395

What OpenQuestion holds

Textmetadata

LicenceCC BY-NC-ND

Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.