2 research outputs found
Poly(arylene ether)s with Pendent 3‑Iodophenyl Sulfonyl Groups: Synthesis, Characterization, and Modification
A series of polyÂ(arylene ether)Âs
carrying truly pendent functional groups were prepared by the <i>meta</i> activated nucleophilic aromatic substitution (NAS)
polycondensation reaction of a new aryl difluoride monomer, 3,5-difluoro-1-((3-iodophenyl)Âsulfonyl)Âbenzene,
followed by Suzuki–Miyaura and Heck cross-coupling reactions.
The synthesis of 3,5-difluoro-1-((3-iodophenyl)Âsulfonyl)Âbenzene was
achieved via the one-step reaction of 3,5-difluorodiphenyl sulfone
with <i>N</i>-iodosuccinimide. Model reactions and NMR data
indicated that the carbon–iodine functionality was stable to
NAS conditions, thus allowing the synthesis of the desired iodo functional
polyÂ(arylene ether sulfone), I-PAES. The iodo moiety was then subjected
to palladium-catalyzed cross-coupling reactions with phenyl, naphthyl,
and 4-acetylphenyl boronic acids as well as styrene in order to prepare
the corresponding phenyl, naphthyl, 4-acetyl phenyl, and 2-phenylvinyl
analogues. The polymers were characterized via NMR spectroscopy, size
exclusion chromatography, thermogravimetric analysis, and differential
scanning calorimetry. The polymers exhibited moderate thermal stability
in air, with 5% weight loss temperatures ranging from 404 to 482 °C,
while the glass transition temperatures ranged from 131 to 165 °C
Isolation and Characterization of Cyclic C<sub>33</sub> Botryococcenes and a Trimethylsqualene Isomer from <i>Botryococcus braunii</i> Race B
Three cyclic C<sub>33</sub> botryococcenes
and one new trimethylsqualene
isomer were isolated from the B race, Showa (Berkeley) strain of <i>Botryococcus braunii</i>, which is known to produce large amounts
of isoprenoid hydrocarbons ranging in carbon number from 30 to 34.
Their purity was determined by GC-MS, and structures were characterized
by 1D and 2D NMR. One of these molecules, cyclic C<sub>33</sub>-1
botryococcene (<b>5</b>), has an unusual connection of a methylenecyclohexane
ring to the molecule backbone not seen before in botryococcenes. This
report further adds to our knowledge of the wide range of isoprenoid
hydrocarbon structures produced by <i>B. braunii</i>