Multideuteration of Nitroaromatics by Silver-Catalyzed Hydrogen-Isotope Exchange

20 July 2022, Version 2
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A silver-catalyzed deuteration of nitroaromatics has been achieved using D2O as the deuterium source. Distinct from the well-established directing group guided hydrogen-isotope exchange, the protocol showed an interesting deuteration pattern, where considerable deuterium accumulation was observed around the aromatic rings. Controlling experiments suggested that the deuteration was initiated by a silver-promoted C-H activation. Therefore a tentative two-stage deuteration mechanism involving aryl-silver species was proposed to explain the deuteration on meta- and para-positions.

Keywords

Deuteration

Supplementary materials

Title
Description
Actions
Title
Supporting Information
Description
Experimental data, deuterium incorporation determination, copies of spectrum, and calculation details could be found in supporting information.
Actions

Comments

Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.