Citation: Lv Wei, Duan Junling, Ai Shiyun. "Pinwheel-like" phthalocyanines with four non-peripheral chiral menthol units: Synthesis, spectroscopy, and electrochemistry[J]. Chinese Chemical Letters, ;2019, 30(2): 389-391. doi: 10.1016/j.cclet.2018.06.002 shu

"Pinwheel-like" phthalocyanines with four non-peripheral chiral menthol units: Synthesis, spectroscopy, and electrochemistry

College of Chemistry and Material Science, Shandong Agricultural University, Tai'an 271018, China

lvwei@sdau.edu.cn

ashy@sdau.edu.cn

Received Date: 24 April 2018
Revised Date: 26 May 2018
Accepted Date: 1 June 2018
Available Online: 1 February 2018

Figures(3)

A pair of "pinwheel-like" metal free phthalocyanines, (D)- and (L)-1, 8, 15, 22-tetrakis(2-isopropyl-5-methylcyclohexoxyl)phthalocyanine (1) were isolated for the first time from cyclic tetramerization of (D)- and (L)-3-(2-isopropyl-5-methylcyclohexoxyl)-1, 2-dicyanobenzene (2), respectively, in refluxing n-pentanol in the presence of lithium pentanoate followed by treatment with acetic acid. Owing to the steric hindrance of the bulky menthol groups, C4 tetra-α-substituted phthalocyanine 1 is the main phthalocyanine product generated and then could be purified readily by column chromatography. The newly prepared phthalocyanine has been characterized by a series of spectroscopic technique including MALDI-TOF mass, NMR, electronic absorption and IR spectroscopy in addition to elemental analysis. In addition, their electrochemical properties have also been studied by cyclic voltammetry measurement.
- Phthalocyanine,
- Chirality,
- Synthesis,
- Pinwheel-like,
- Electrochemistry
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