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1 article(s) from Bremer, Matthias

Synthesis of organic liquid crystals containing selectively fluorinated cyclopropanes

Zeguo Fang,
Nawaf Al-Maharik,
Peer Kirsch,
Matthias Bremer,
Alexandra M. Z. Slawin and
David O’Hagan

Beilstein J. Org. Chem. 2020, 16, 674–680, doi:10.3762/bjoc.16.65

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Figure 1: Examples of liquid crystal candidates with negative values for dielectric anisotropy (Δε) [6-10].

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Figure 2: Synthetic candidate LC targets 8–11.

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Scheme 1: Synthesis of 8. Reagents and conditions: a) TMSCF₃, NaI, THF, reflux, 55% [13,14].

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Scheme 2: Synthesis of 9. Reagents and conditions: a) NBS, HF·Py, DCM; b) t-BuOK, DCM, 42% in two steps [15]; c) ...

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Scheme 3: Synthesis of compound 10. Reagents and conditions: a) NaBH₄, MeOH, rt, 45%; b) C₄H₉OCH=CH₂, Pd(TFA)₂...

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Scheme 4: Synthesis of compounds 11. Reagents and conditions: a) PPh₃CH₃Br, t-BuOK, diethyl ether, 0 °C to rt...

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Figure 3: Theory study exploring the relative energies for different conformers of 11a.

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Published 14 Apr 2020

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