Work

Probing the alkylidene carbene–strained alkyne equilibrium in polycyclic systems via the Fritsch–Buttenberg–Wiechell rearrangement

Year: 2024

Type: article

Abstract: The strained caged alkyne bicyclo[2.2.2]oct-2-yne, previously reported to be inaccessible, was generated via the Fritsch–Buttenberg–Wiechell rearrangement of 7-norbornylidene carbene. Computational experiments predict the alkyne to be more stable than its corresponding alkylidenecarbene, and both of these intermediates can be intercepted with the use of appropriate trapping agents.

Source: Nature Communications

DOI: 10.1038/s41467-024-52390-7

Authors: T. E. Anderson, Dasan M. Thamattoor, David Lee Phillips

Institutions: Colby College, University of Hong Kong

Language: English

Topic: Cyclopropane Reaction Mechanisms

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $6,790

Funders: National Science Foundation, Colby College, Division of Chemistry