Public reporting burden for this collection of information is estimated to average 1 hour per response, including the time for reviewing instructions, searching existing data sources, gathering and maintaining the data needed, and completing and reviewing this collection of information. Send comments regarding this burden estimate or any other aspect of this collection of information, including suggestions for reducing this burden to Department of Defense, Washington Headquarters Services, Directorate for Information , 1215 Jefferson Davis Highway, Suite 1204, Arlington, VA 22202-4302. Respondents should be aware that notwithstanding any other provision of law, no person shall be subject to any penalty for failing to comply with a collection of information if it does not display a currently valid OMB control number. PLEASE DO NOT RETURN YOUR FORM TO THE ABOVE ADDRESS. REPORT DATE (DD-MM-YYYY) SUPPLEMENTARY NOTESSubmitted to the journal Inorganic Chemistry ABSTRACTWe describe the synthesis and characterization, by single crystal X-ray analysis, of a 1D heteroditopic self-complementary tecton for halogen bonding. It was designed to also incorporate double bonds and to possess heteropolar π-π stacking groups in order to carefully control its supramolecular organization in the solid state. As a result of this supramolecular control, by UV irradiation in the solid state the compound dimerizes forming a 2D heterotetratopic self-complementary tecton tailored to halogen bonding based self-assembly. This 2D tecton crystallizes clathrating chloroform molecules. We describe the synthesis and characterization, by single crystal X-ray analysis, of a 1D heteroditopic self-complementary tecton for halogen bonding. It was designed to also incorporate double bonds and to possess heteropolar p-p stacking groups in order to carefully control its supramolecular organization in the solid state. As a result of this supramolecular control, by UV irradiation in the solid state the compound dimerizes forming a 2D heterotetratopic selfcomplementary tecton tailored to halogen bonding based self-assembly. This 2D tecton crystallizes clathrating chloroform molecules. IntroductionSolid state synthesis is one of the most fascinating and rapidly emerging fields of Chemistry. 1 The interest in this innovative solventless approach lies in the high yields, the reduced formation of undesired side-products, and sustainability thanks to the particularly low waste produced by these kinds of reactions. Moreover, the highly organized environment of the solid state is an attractive medium for conducting stereoselective reactions. In particular, the topochemical control of UV-promoted [2 + 2] cycloaddition reactions in the solid state represents a promising way to form covalent bonds in a regioand stereoselective manner. The seminal work of Schmidt 2 clearly established the requirements two double bonds should meet for undergoing [2 + 2] photoaddition in the solid state. The olefins have to be oriented in a parallel manner and the distance between their...
The novel rhodium complex [Rh(S)-PhanephosA C H T U N G T R E N N U N G (cod)]-catalyzed hydrogenation of disubstituted (E)-enol acetate carboxylic acids is reported. The catalytic cycle works under 30 bar of hydrogen under conventional heating giving different 3acetoxy-2,3-disubstituted carboxylic acids with ee ! 90%. Hydrogenation occurred also under microwave dielectric heating without eroding the enantioselectivity but improving the overall efficiency of the process. With microwaves, hydrogen pressure and reaction time required for complete hydrogenation dropped to 5 bar and 30 min, respectively. The best performance of this catalyst under microwave irradiation was TON 100, TOF 196 h À1 with ee 99% on a 6-g scale.
A novel synthesis of the renin inhibitor aliskiren based on an unprecedented disconnection between C5 and C6 was developed, in which the C5 carbon acts as a nucleophile and the amino group is introduced by a Curtius rearrangement, which follows a simultaneous stereocontrolled generation of the C4 and C5 stereogenic centers by an asymmetric hydrogenation. Operational simplicity, step economy, and a good overall yield makes this synthesis amenable to manufacture on scale.
Lesinurad, a uric acid reabsorption inhibitor that received Food and Drug Administration approval in 2015, is known to crystallize in three unsolvated crystal forms and in a few solvated phases. The structures of the former have been determined by state-of-the-art powder diffraction methods, highlighting significant conformational as well as supramolecular differences, resulting in hydrogen bonded centrosymmetric dimers (Form 1) or helical chains (Form 2). In the complex crystal packing in Form 3, additional one-dimensional (1D) ribbons held together by unexpected CO···Br interactions of the halogen-bond type are found. Thermal analyses and variable-temperature powder diffraction measurements (including high-temperature synchrotron X-ray diffraction experiments) provided evidence for the reversible formation of a new phase, Form 2hT, obtained upon heating above 100 °C powders of Form 2. Structure solution and refinement of the high-temperature phase made it possible to attribute the structural change to a 60° rotation of the cyclopropyl residue, leaving unaffected the conformation of the (longer) polar branch and the supramolecular 1D helical chain arrangement found in the RT phase.
We report the crystal structures of the title cyclotriphosphazene and its 1 : 1 molecular complex with 1,4-diiodotetrafluorobenzene. The latter crystal structure selectively includes CCl 4 molecules in bulbous cavities.
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