Jump to main content
Jump to site search

Issue 7, 2017
Previous Article Next Article

Control of the reversibility during boronic ester formation: application to the construction of ferrocene dimers and trimers

Author affiliations

Abstract

Control of the reversibility during boronic ester formation from boronic acids and diols was found to be possible by choosing an appropriate solvent. As an example, ferrocene dimers and trimers were constructed by using tetrol 1 with an indacene framework, 1,1′-ferrocenediboronic acid 2, and ferrocenemonoboronic acid 4. When equimolar amounts of 1 and 2 were mixed in methanol under equilibrating conditions, two kinds of stacked ferrocene dimers homo- and hetero-3 were selectively obtained depending on the reaction time and both structures were determined by X-ray crystallographic analysis. On the other hand, the ferrocene trimer 7 was successfully constructed by stepwise assembly in the presence of anhydrous magnesium sulfate in acetone where the equilibration of boronic esters was suppressed, while no formation of ferrocene trimer 7 was detected when all components 1, 2 and 4 (2 : 1 : 2 ratio) for trimer 7 were mixed at a time in methanol under equilibrating conditions.

Graphical abstract: Control of the reversibility during boronic ester formation: application to the construction of ferrocene dimers and trimers

Back to tab navigation

Supplementary files

Publication details

The article was received on 23 Dec 2016, accepted on 16 Jan 2017 and first published on 16 Jan 2017


Article type: Paper
DOI: 10.1039/C6DT04845E
Citation: Dalton Trans., 2017,46, 2370-2376
  •   Request permissions

    Control of the reversibility during boronic ester formation: application to the construction of ferrocene dimers and trimers

    K. Ono, Y. Tohyama, T. Uchikura, Y. Kikuchi, K. Fujii, H. Uekusa and N. Iwasawa, Dalton Trans., 2017, 46, 2370
    DOI: 10.1039/C6DT04845E

Search articles by author

Spotlight

Advertisements