1998
DOI: 10.1021/ja9810686
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Perfluorocarbon−Hydrocarbon Self-Assembling. 1D Infinite Chain Formation Driven by Nitrogen···Iodine Interactions

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Cited by 122 publications
(86 citation statements)
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“…[31] When more complex modules are used, the reliability of the rational design diminishes as others factors (halogen bonding induced conformational changes in the modules, steric hindrance prevention against the halogen atom approach to the donor site, etc. ), can influence the binding pattern and the lattice organisation in the co-crystals.…”
Section: Selectivity Between Hydrogen Bonding and Halogen Bondingmentioning
confidence: 99%
See 1 more Smart Citation
“…[31] When more complex modules are used, the reliability of the rational design diminishes as others factors (halogen bonding induced conformational changes in the modules, steric hindrance prevention against the halogen atom approach to the donor site, etc. ), can influence the binding pattern and the lattice organisation in the co-crystals.…”
Section: Selectivity Between Hydrogen Bonding and Halogen Bondingmentioning
confidence: 99%
“…afford one-dimensional infinite chains with a,w-diiodoperfluoroalkanes. [31,35] The competitive co-crystallisation, in which all three components are present in the solution, gives preferentially the infinite chain containing K.2.2. and the PFC diiodides.…”
Section: Selectivity Between Hydrogen Bonding and Halogen Bondingmentioning
confidence: 99%
“…For instance, when equimolar quantities of 1,2-diiodotetrafluoroethane 1a and N,N,N 0 ,N 0 -tetramethylethylenediamine (TMEDA, 2) are dissolved in chloroform, solvent evaporation under diffusion conditions affords the hybrid PFC-HC system 3 as white crystals stable in air at room temperature (Scheme 1) [24,25]. The system is composed by 1D infinite chains where the two modules alternate.…”
Section: Resultsmentioning
confidence: 99%
“…In the latter case, 1 H NMR and GC spectra showed formation of the E/Z mixtures of isomers with the Z predominant isomer, presumably due to the beneficial N · · · I interactions of the hydrogen bonding type. Evidences for such interactions are reported in the literature [17][18][19][20]. For instance, for the adduct derived from 1-heptyne (entry 6, Table 3), the alkene protons in the Z-isomer resonated at δ H = 6.01 ppm (bigger triplet, 4 J H,H = 0.9 Hz) while in the minor E-one, resonated at δ H = 5.65 ppm (smaller triplet, 4 J H,H = 1.2 Hz).…”
Section: Mechanistic Investigationsmentioning
confidence: 94%