Catalysis

OSCAR: An Extensive Repository of Chemically and Functionally Diverse Organocatalysts

Authors

Abstract

The automated construction of datasets has become increasingly relevant in computational chemistry. While transition-metal catalysis has greatly benefitted from bottom-up or top-down strategies for the curation of organometallic complexes libraries, the field of organocatalysis is mostly dominated by case-by-case studies, with a lack of transferable data-driven tools that facilitate both the exploration of a wider range of catalyst space and the optimization of reaction properties. For these reasons, we introduce OSCAR, a repository of thousands of experimentally derived or combinatorially enriched organocatalysts and their corresponding building blocks. We outline the fragment-based approach used for database generation and showcase the chemical diversity, in terms of functions and molecular properties, covered in OSCAR. The structures and corresponding stereoelectronic properties are publicly available and constitute the starting point to build generative and predictive models for organocatalyst performance.

Content

Thumbnail image of OSCAR_paper_v3_29_07_22.pdf

Supplementary material

Thumbnail image of SI_OSCAR_paper_v3_29_07_22.pdf
Supporting Information
Seed and CSD-extracted datasets, OSCAR!(NHC), OSCAR!(DHBD), Conformational analysis, Structures and descriptors availability

Supplementary weblinks

OSCAR: An Extensive Repository of Chemically and Functionally Diverse Organocatalysts
Materials Cloud repository for interactive visualization with Chemiscope