In:
Chemistry – An Asian Journal, Wiley, Vol. 11, No. 15 ( 2016-08-05), p. 2113-2116
Abstract:
The synthesis of an optically active hemiporphyrazine with chiral binaphthyl substituents ( 1 ) is reported, providing the first example of the incorporation of an intrinsically chiral moiety into the macrocyclic core of a hemiporphyrazine analogue. A negative circular dichroism (CD) signal is observed in the 325–450 nm region of the CD spectrum of ( S,S )‐ 1 , while mainly positive bands are observed in the 220–325 nm region. Mirror symmetry is observed across the entire wavelength range of the CD spectra of ( R,R )‐ 1 and ( S,S )‐ 1 . An irreversible one‐electron oxidation wave with an onset potential at 1.07 V is observed by cyclic voltammetry, along with a reversible one‐electron reduction wave at −0.85 V. Density functional calculations reproduce the experimentally observed data and trends, and provide further insight into the nature of the electronic transitions.
Type of Medium:
Online Resource
ISSN:
1861-4728
,
1861-471X
DOI:
10.1002/asia.201600754
Language:
English
Publisher:
Wiley
Publication Date:
2016
detail.hit.zdb_id:
2233006-9
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