%0 Generic
%A Zhao, Meng-Yao
%A Wang, De-Xian
%A Wang, Mei-Xiang
%D 2018
%T Synthesis, Structure,
and Properties of Corona[6]arenes
and Their Assembly with Anions in the Crystalline State
%U https://acs.figshare.com/articles/dataset/Synthesis_Structure_and_Properties_of_Corona_6_arenes_and_Their_Assembly_with_Anions_in_the_Crystalline_State/5814018
%R 10.1021/acs.joc.7b03136.s001
%2 https://ndownloader.figshare.com/files/10280526
%K novel coronarenes
%K tetrazine-bearing coronarenes
%K CH 2
%K DPV measurements
%K heteroatom linkages
%K Crystalline State
%K CV
%K O 4
%K anion complexation
%K N 2
%K reduction potentials
%K substitution reaction
%K nitrogen atoms
%X The
synthesis, conformational structure, electronic property, and
anion complexation of novel coronarenes were systematically studied.
A number of corona[4]arene[2]tetrazines that contain different combinations
of nitrogen atoms with O, S, SO2, and CH2 as
bridging units were synthesized conveniently by means of a fragment
coupling strategy based on efficient nucleophilic aromatic substitution
reaction of easily available aromatic dinucleophiles and 3,6-dichlorotetrazine.
The resulting macrocycles adopt crownlike conformational structures
with the nitrogen bridge(s) forming conjugation with carbonyl and
the other heteroatom linkages with tetrazine. CV and DPV measurements
showed that the tetrazine-bearing coronarenes were electron deficient
with reduction potentials ranging from −896 to −960
mV. Owing mainly to noncovalent anion−π attractive interactions,
N2,O4-corona[4]arene[2]tetrazine formed complexes
with anions of varied geometries and shapes yielding diverse assembled
structures in the solid state.
%I ACS Publications