Evidence map›Paper›PMID 27329991›Full record

ReviewAngewandte Chemie (International ed. in English)2016

The Cation-π Interaction in Small-Molecule Catalysis.

C Rose Kennedy, Song Lin, Eric N Jacobsen

Abstract readReview
In one paragraph

Review in Angewandte Chemie (International ed. in English), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 58 papers.

0numbers the graph read from it
0cells of the map it votes in
58citing 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

58 citing papers in PubMed.

  1. Article
  2. Size and Polarizability as Design Principles for Stereoselective Catalysis.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025
    Review
  3. Article
  4. Review
  5. Unveiling Unusual Reactivity of SOInorganic chemistry · 2025
    Article
  6. Review
  7. Review
  8. Synthesis and Performance of l-Tryptophanamide and (The Journal of organic chemistry · 2025
    Article
  9. Article
  10. Article
  11. Article
  12. Review
  13. Article
  14. Anion-Bridged Dual Hydrogen Bond Enabled Concerted Addition of Phenol to Glycal.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024
    Article
  15. Review
  16. Article
  17. Article
  18. Article
  19. Article
  20. Article
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

3 authors.

C Rose KennedyDepartment of Chemistry and Chemical Biology, Harvard University, 12 Oxford St, Cambridge, MA, 02138, USA.ORCID 0000-0003-3681-819X
Song LinDepartment of Chemistry, University of California, Berkeley, 535 Latimer Hall, Berkeley, CA, 94720, USA.
Eric N JacobsenDepartment of Chemistry and Chemical Biology, Harvard University, 12 Oxford St, Cambridge, MA, 02138, USA. jacobsen@chemistry.harvard.edu.ORCID 0000-0001-7952-3661

Funding

CHIRAL COMPLEXES DESIGNED TO CATALYZE ORGANIC REACTIONSR01GM043214 · NIGMS · UNIVERSITY OF ILLINOIS URBANA-CHAMPAIGN · PI JACOBSEN, ERIC N · 1991 to 2023
$9.4M
Chiral Catalysts Designed to Catalyze Organic ReactionsR37GM043214 · NIGMS · HARVARD UNIVERSITY · PI JACOBSEN, ERIC N · 2002 to 2011
$6.6M
NIGMS NIH HHS R01 GM043214NIGMS NIH HHS R37 GM043214
6 · The paper itself

Abstract

Catalysis by small molecules (≤1000 Da, 10(-9)  m) that are capable of binding and activating substrates through attractive, noncovalent interactions has emerged as an important approach in organic and organometallic chemistry. While the canonical noncovalent interactions, including hydrogen bonding, ion pairing, and π stacking, have become mainstays of catalyst design, the cation-π interaction has been comparatively underutilized in this context since its discovery in the 1980s. However, like a hydrogen bond, the cation-π interaction exhibits a typical binding affinity of several kcal mol(-1) with substantial directionality. These properties render it attractive as a design element for the development of small-molecule catalysts, and in recent years, the catalysis community has begun to take advantage of these features, drawing inspiration from pioneering research in molecular recognition and structural biology. This Review surveys the burgeoning application of the cation-π interaction in catalysis.

Indexed as

Quantum TheoryAminopyridinesCatalysisCationsCycloaddition ReactionGuanidineHydrogen BondingLewis AcidsSmall Molecule LibrariesThiazolesAminopyridinesCationsGuanidineLewis AcidsSmall Molecule LibrariesThiazolescation-π interactionhomogeneous catalysisnoncovalent interactionsreaction mechanismsstereoselective catalysis

Identifiers

PMID27329991
PMCPMC5096794

What OpenQuestion holds

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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.