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. Author manuscript; available in PMC: 2019 Oct 15.
Published in final edited form as: Bioorg Med Chem. 2018 Apr 4;26(19):5280–5290. doi: 10.1016/j.bmc.2018.04.009

Scheme 1. The quadricyclane (QC) ligation.

Scheme 1

The QC ligation is a formal [2σ + 2σ + 2π] reaction between QC (1) and nickel bis(dithiolene) (2) to form adduct 3. This work describes the photocleavage of 3 with UV light to produce norbornadiene (4) and the original nickel bis(dithiolene) 2 applied in a biological context.