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Issue 10, 2018
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Boron calixphyrin complexes: exploring the coordination chemistry of a BODIPY/porphyrin hybrid

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Abstract

Boron complexes of calix[4]phyrins (1.1.1.1) were prepared by reacting the free-base ligands with BF3·Et2O. The reaction conditions can be efficiently tailored to produce mono- or di-boron calixphyrins. Mono-BF2 calixphyrins with boron coordinating to either the dipyrrin, BF2[H(Calix)], or dipyrromethane, BF2[H(Calix)] and BF2[H2(Calix)]+, bonding sites were isolated. The dipyrromethane isomer, BF2[H(Calix)], isomerises into BF2[H(Calix)] which kinetic studies and DFT calculations indicate is an intramolecular process. Two isomers of B2OF2(Calix) were isolated, one isomer bonding via the dipyrrin sites with the FBOBF moiety in cisoid geometry, and the second isomer bonding via the dipyrromethane sites with the FBOBF moiety in transoid geometry. Although the cisoid/dipyrrin isomer was calculated to be most energetically favourable for B2OF2(Calix), the isolation of the transoid/dipyrromethane isomer is postulated to occur via the presumed intermediate (BF2)2(Calix), for which DFT indicated a preference for transoid/dipyrromethane geometry.

Graphical abstract: Boron calixphyrin complexes: exploring the coordination chemistry of a BODIPY/porphyrin hybrid

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Publication details

The article was received on 05 Dec 2017, accepted on 30 Jan 2018 and first published on 31 Jan 2018


Article type: Paper
DOI: 10.1039/C7DT04575A
Citation: Dalton Trans., 2018,47, 3388-3399
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    Boron calixphyrin complexes: exploring the coordination chemistry of a BODIPY/porphyrin hybrid

    A. C. Y. Tay, B. J. Frogley, D. C. Ware and P. J. Brothers, Dalton Trans., 2018, 47, 3388
    DOI: 10.1039/C7DT04575A

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