278807-35-5Relevant academic research and scientific papers
An antiparallel double-stranded BODIPY-porphyrin dyad assembled: Via a self-complementary B-F?Zn interaction
Morisue, Mitsuhiko,Nakano, Shinya,Shimizu, Masaki,Yumura, Takashi
supporting information, p. 144 - 147 (2018/01/02)
An antiparallel double-strand of a BODIPY-zinc-porphyrin dyad was assembled via geometrical complementarity of an unusual B-F?Zn coordination bonding interaction.
One-Pot Synthesis of Butadiyne-Bridged Bipyrrole Derivatives and Bisporphyrin
Kishore, M. V. Nanda,Panda, Pradeepta K.
, p. 5197 - 5203 (2017/09/29)
Butadiyne-bridged bipyrroles were prepared from 2-iodopyrroles and trimethylsilylacetylene through a facile one-pot synthesis involving a modified Sonogashira coupling reaction and in situ aerobic oxidative coupling of the acetylenic pyrroles; the products were obtained in yields of 31–72 % depending on the substituents on the pyrrole. The acetylene-bridged diacids obtained from the hydrolysis of the corresponding ester derivatives are highly stable, unlike most reported oligopyrrolic diacids. This protocol could be easily extended towards the synthesis of butadiyne-bridged bisporphyrins.
Making conjugated connections to porphyrins: A comparison of alkyne, alkene, imine and azo links
Screen, Thomas E.O.,Blake, Iain M.,Rees, Leigh H.,Clegg, William,Borwick, Simon J.,Anderson, Harry L.
, p. 320 - 329 (2007/10/03)
A series of porphyrins 5-9 has been prepared, in which an aryl substituent is linked to the porphyrin via azo, imine, alkene and alkyne bridges. The strength of aryl-porphyrin electronic coupling in these systems was evaluated from the red shift and intensification of the Q band absorption and emission spectra, and from the incremental red shift on changing from the phenyl to a 4-nitrophenyl substituent. The azo link provides the strongest electronic communication between the porphyrin and the benzene ring. The crystal structures of azo compounds 5a and 5c show that the porphyrin and benzene rings are almost coplanar, whereas imine 7a and alkene 8a are significantly twisted in the solid state. Imine and alkyne linked porphyrin dimers 18 and 23 were also synthesized; the alkyne-linked dimer is much more conjugated than its imine-linked analogue.
