Halogen bonding organocatalysis enhanced through intramolecular hydrogen bonds

Asia Marie S. Riel, Daniel A. Decato, Jiyu Sun, Orion B. Berryman

Research output: Contribution to journalArticlepeer-review

27 Scopus citations

Abstract

Recent results indicate a halogen bond donor is strengthened through direct interaction with a hydrogen bond to the electron-rich belt of the halogen. Here, this Hydrogen Bond enhanced Halogen Bond (HBeXB) plays a clear role in a catalyst. Our HBeXB catalyst improves product conversion in a halide abstraction reaction over a traditional halogen bonding derivative.

Original languageEnglish
Pages (from-to)1378-1381
Number of pages4
JournalChemical Communications
Volume58
Issue number9
DOIs
StatePublished - Jan 28 2022

Funding

The authors are thankful for the support from National Science Foundation (NSF) CAREER CHE-1555324. Crystallographic data were collected on a Bruker D8 Venture principally supported by NSF MRI CHE-1337908. The authors are thankful for support of the X-ray and the NMR core facilities by the Center for Biomolecular Structure and Dynamics CoBRE (NIH NIGMS grant P20GM103546), and the University of Montana. This work used the Extreme Science and Engineering Discovery Environment, which is supported by NSF (ACI-1548562). Specifically, the Expanse system operated at the San Diego Supercomputer Center at UC San Diego through allocation TG-PHY210099.

Funder number
CHE-1555324
P20GM103546
ACI-1548562

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