178170-05-3Relevant academic research and scientific papers
Stable Expanded Porphycene-Based Diradicaloid and Tetraradicaloid
Rana, Anup,Hong, Yongseok,Gopalakrishna, Tullimilli Y.,Phan, Hoa,Herng, Tun Seng,Yadav, Priya,Ding, Jun,Kim, Dongho,Wu, Jishan
, p. 12534 - 12537 (2018)
The synthesis of a bithiophene-bridged 34π conjugated aromatic expanded porphycene 1 and a cyclopentabithiophene bridged 32π conjugated anti-aromatic expanded porphycene 2 by a McMurry coupling strategy is presented. Magnetic measurements and theoretical calculations reveal that both 1 and 2 exhibit an open-shell singlet ground state with significant radical character (y0=0.63 for 1; y0=0.68, y1=0.18 for 2; y0: diradical character, y1: tetraradical character) and a small singlet–triplet energy gap (ΔES-T=?3.25 kcal mol?1 for 1 and ΔES-T=?0.92 kcal mol?1 for 2). Despite the open-shell radical character, both compounds display exceptional stability under ambient air and light conditions owing to effective delocalization of unpaired electrons in the extended cyclic π-conjugation pathway.
A new route to porphyrins substituted with long alkoxy groups, attempts to prepare the discotic liquid crystals
Murashima, Takashi,Wakamori, Naoko,Uchihara, Yuki,Ogawa, Takujl,Uno, Hidemitsu,Ono, Noboru
, p. 165 - 171 (2007/10/03)
Pyrroles substituted with long alkoxy groups are prepared by the reaction of iminodiacetic acid dimethyl ester and dimethyl oxalate and the subsequent alkylation. These pyrroles are good precursor molecules for the corresponding porphyrins, which are expected to form an ordered columnar mesophase and are able to co-ordinate to various metals.
