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Org Lett. 2006 Apr 27;8(9):1767-70. doi: 10.1021/ol053136g.

Functionalized nanodiamonds part 3: thiolation of tertiary/bridgehead alcohols.

Organic letters

Boryslav A Tkachenko, Natalie A Fokina, Lesya V Chernish, Jeremy E P Dahl, Shenggao Liu, Robert M K Carlson, Andrey A Fokin, Peter R Schreiner

Affiliations

  1. Institut für Organische Chemie, Justus-Liebig University, Heinrich-Buff-Ring 58, D-35392 Giessen, Germany.

PMID: 16623546 DOI: 10.1021/ol053136g

Abstract

[reaction: see text] Treatment of acyclic as well as polycyclic tertiary mono- and dihydroxy hydrocarbon derivatives with thiourea in the presence of hydrobromic and acetic acid represents a convenient one-step route to the respective tertiary thiols and dithiols. This procedure was used for the preparation of diamondoid thiols of diamantane, triamantane, [121]tetramantane, and others that are prospective nanoelectronic materials.

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