《Trifluorinated Tetralins via I(I)/I(III)-Catalysed Ring Expansion: Programming Conformation by [CH2CH2] → [CF2CHF] Isosterism》 was written by Neufeld, Jessica; Stuenkel, Timo; Mueck-Lichtenfeld, Christian; Daniliuc, Constantin G.; Gilmour, Ryan. HPLC of Formula: 1779-49-3This research focused ontrifluorinated tetralin synthesis iodine catalyzed ring expansion fluorinated methyleneindane; fluorination; iodine(III); organocatalysis; ring expansion; tetralin. The article conveys some information:
Saturated, fluorinated carbocycles are emerging as important modules for contemporary drug discovery. To expand the current portfolio, the synthesis of novel trifluorinated tetralins has been achieved. Fluorinated methyleneindanes serve as convenient precursors and undergo efficient difluorinative ring expansion with in situ generated p-TolIF2 (>20 examples, up to >95%). A range of diverse substituents are tolerated under standard catalysis conditions and this is interrogated by Hammett anal. X-ray anal. indicates a preference for the CH-F bond to occupy a pseudo-axial orientation, consistent with stabilizing σC-H→σC-F* interactions. The replacement of the sym. [CH2-CH2] motif by [CF2-CHF] removes the conformational degeneracy intrinsic to the parent tetralin scaffold leading to a predictable half-chair. The conformational behavior of this novel structural balance has been investigated by computational anal. and is consistent with stereoelectronic theory. In addition to this study using Methyltriphenylphosphonium bromide, there are many other studies that have used Methyltriphenylphosphonium bromide(cas: 1779-49-3HPLC of Formula: 1779-49-3) was used in this study.
Methyltriphenylphosphonium bromide(cas: 1779-49-3) is a lipophilic molecule with a cation allowing for it to be used to deliver molecules to specific cell components. Also considered an antineoplastic agent.HPLC of Formula: 1779-49-3
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary