196212-27-8Relevant articles and documents
Self-complementary and narcissistic self-sorting of bis-acridinium tweezers
Jacquot De Rouville, Henri-Pierre,Gourlaouen, Christophe,Heitz, Valérie
, p. 8725 - 8730 (2019)
A molecular tweezer incorporating two acridinium moieties linked by a 1,3-dipyridylbenzene spacer was synthesized in three steps. The formation of its self-complementary dimer in water was demonstrated as a result of π-π stacking and hydrophobic interacti
A chemically-responsive bis-acridinium receptor
Gosset,Xu,Maurel,Chamoreau,Nowak,Vives,Perruchot,Heitz,Jacquot De Rouville
, p. 4728 - 4734 (2018)
A dicationic receptor based on two acridinium moieties linked by a triphenylene spacer was studied in solution and in the solid state. Recognition moieties, namely acridiniums, were exploited to evidence a host-guest response of the receptor with electron rich guests. Upon addition of methoxide anions, the formation of the bis-acridane form of the receptor was observed. The chemical responsiveness of the receptor to these anions inhibits its recognition properties towards π-donor guests. In addition, the reversibility of the chemical response was demonstrated under acidic conditions.
Regioselective aromatic borylation in an inert solvent.
Tse,Cho,Smith 3rd.
, p. 2831 - 2833 (2001)
[reaction: see text]. A protocol for performing Rh catalyzed aromatic borylations in cyclohexane has been devised. Borylation at the 5-position of several 1,3-substituted aromatic species ranging from electron-rich (1,3-(NMe(2))(2)C(6)H(4)) to electron-deficient (1,3-(CF(3))(2)C(6)H(4)) yields the corresponding aryl boronate esters. Veratrole was selectively borylated at the 4-position, thus extending regioselectivity to 1,2-substituted benzenes. Selective borylation at the 3-position of an N-protected pyrrole has also been demonstrated, providing a valuable reagent for cross-coupling reactions in a single step.
Modular Synthesis of Organoboron Helically Chiral Compounds: Cutouts from Extended Helices
Full, Julian,Panchal, Santosh P.,G?tz, Julian,Krause, Ana-Maria,Nowak-Król, Agnieszka
supporting information, p. 4350 - 4357 (2021/01/29)
Two types of helically chiral compounds bearing one and two boron atoms were synthesized by a modular approach. Formation of the helical scaffolds was executed by the introduction of boron to flexible biaryl and triaryl derived from small achiral building blocks. All-ortho-fused azabora[7]helicenes feature exceptional configurational stability, blue or green fluorescence with quantum yields (Φfl) of 18–24 % in solution, green or yellow solid-state emission (Φfl up to 23 %), and strong chiroptical response with large dissymmetry factors of up to 1.12×10?2. Azabora[9]helicenes consisting of angularly and linearly fused rings are blue emitters exhibiting Φfl of up to 47 % in CH2Cl2 and 25 % in the solid state. As revealed by the DFT calculations, their P–M interconversion pathway is more complex than that of H1. Single-crystal X-ray analysis shows clear differences in the packing arrangement of methyl and phenyl derivatives. These molecules are proposed as primary structures of extended helices.
Probing Peripheral H-Bonding Functionalities in BN-Doped Polycyclic Aromatic Hydrocarbons
Tasseroul, Jonathan,Lorenzo-Garcia, Maria Mercedes,Dosso, Jacopo,Simon, Fran?ois,Velari, Simone,De Vita, Alessandro,Tecilla, Paolo,Bonifazi, Davide
, p. 3454 - 3464 (2020/03/04)
The replacement of carbon atoms at the zigzag periphery of a benzo[fg]tetracenyl derivative with an NBN atomic triad allows the formation of heteroatom-doped polycyclic aromatic hydrocarbon (PAH) isosteres, which expose BN mimics of the amidic NH function
