New Fluorinated Channel-type Host Compounds

Abstract

New fluorinated host compounds, namely, 2,4,6-tris(4-bromo-3-fluorophenoxy)-1,3,5-triazine, 2,4,6-tris(4-bromo-3,5-difluorophenoxy)-1,3,5-triazine, and 2,4,6-tris(4-bromo-2,6-difluorophenoxy)-1,3,5-triazine, were synthesized to investigate the effect of fluorine on the inclusion behavior. The altered electrostatic potential of the channel wall caused by fluorine substituents led to essential differences in host−guest interactions which were demonstrated by the inclusion of large guest molecules such as fullerenes, decamethylferrocene, or bucky-ferrocene.

Improved thermal stability of an organic zeolite by fluorination

“…Similar effects have been observed in the case of other fluorinated solids [14]. Interesting inclusion properties of Br-3,5-DFPOT for various large size functional molecules were recently presented [11]. …”

“…Here we report on zeolitic properties of a new fluorinated channel structure 2,4,6-tris(4-bromo-3,5-difluorophenoxy)-1,3,5-triazin (Br-3,5-DFPOT) [11] in comparison to BrPOT [4], as well as an improvement of thermal stability of the nanoporous structure by fluorination. The zeolite modifications of Br-3,5-DFPOT and BrPOT (average size of crystallites *50 lm) were prepared by a solid state reaction using CS 2 (g) sorption and guest free material, followed by desorption of CS 2 (g) in the vacuum at 25°C.…”

Channel forming organic crystals: guest alignment and properties

“…Further progress was achieved by fluorination of the bromophenoxy ring: In particular 2,4,6-tris-(4-bromo-3,5-difluorophenoxy)-1,3,5-triazine (4-Br-DF-POT) featured an improved thermal stability (383 K) for the open pore modification of small crystals. 34 Peptides-hydrophobic dipeptides. Dipeptides with hydrophobic properties represents a very promising kind of microporous materials with a tuneable pore size from 3-10 A ˚.…”

Novel Host–Guest Structures of 2,4,6-Tris(4-Halophenoxy)-1,3,5-Triazines(XPOT): Inclusion of C60 and Pyridine

“…In contrast, the ortho and meta-substituted analogues form closed packed structures without guests [1]. More recently, the meta-fluorination of 4-BrPOT has produced an alternative channel architecture enclosing various guest molecules [2].…”

“…Inclusion compounds with the endohedral C 60 @N and C 60 @P molecules are an interesting playground for quantum computing, because of an axial zero-field splitting of the S = 1 state and narrow resonance lines [3]. The inclusion of paramagnetic decamethylmetallocenes is of particular interest for the investigation of magnetically isolated and exchange coupled spin-chains [4].…”