Abstract
Expanded phthalocyanine (Pc) congeners with two Mo or W central metal ions and four isoindole ring moieties have been synthesized using normal Pc formation conditions in the presence of urea. The products have been characterized by electrochemistry; mass spectrometry (MS); IR, electron paramagnetic resonance (EPR), NMR, electronic absorption, and magnetic circular dichroism (MCD) spectroscopies; and X-ray analysis. The X-ray structures have rectangular C 2v symmetry and provide evidence that the central Mo atoms are linked by a single bond and coordinated by two isoindole nitrogen atoms and two nitrogen atoms from the amine moieties. The electronic absorption bands extend into the 1200-1500 nm region. This can be explained using Gouterman's four-orbital theory. The experimental NMR data and theoretical calculations provide evidence for a heteroaromatic 22-π-electron conjugation system for the ring-expanded Pc system, which satisfies Hückel's (4n + 2)π aromaticity.
| Original language | English |
|---|---|
| Pages (from-to) | 3411-3418 |
| Number of pages | 8 |
| Journal | Journal of the American Chemical Society |
| Volume | 134 |
| Issue number | 7 |
| DOIs | |
| Publication status | Published - Feb 22 2012 |
| Externally published | Yes |
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All Science Journal Classification (ASJC) codes
- Catalysis
- Chemistry(all)
- Biochemistry
- Colloid and Surface Chemistry
Cite this
Rectangular-shaped expanded phthalocyanines with two central metal atoms. / Matsushita, Osamu; Derkacheva, Valentina M.; Muranaka, Atsuya; Shimizu, Soji; Uchiyama, Masanobu; Luk'yanets, Evgeny A.; Kobayashi, Nagao.
In: Journal of the American Chemical Society, Vol. 134, No. 7, 22.02.2012, p. 3411-3418.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Rectangular-shaped expanded phthalocyanines with two central metal atoms
AU - Matsushita, Osamu
AU - Derkacheva, Valentina M.
AU - Muranaka, Atsuya
AU - Shimizu, Soji
AU - Uchiyama, Masanobu
AU - Luk'yanets, Evgeny A.
AU - Kobayashi, Nagao
PY - 2012/2/22
Y1 - 2012/2/22
N2 - Expanded phthalocyanine (Pc) congeners with two Mo or W central metal ions and four isoindole ring moieties have been synthesized using normal Pc formation conditions in the presence of urea. The products have been characterized by electrochemistry; mass spectrometry (MS); IR, electron paramagnetic resonance (EPR), NMR, electronic absorption, and magnetic circular dichroism (MCD) spectroscopies; and X-ray analysis. The X-ray structures have rectangular C 2v symmetry and provide evidence that the central Mo atoms are linked by a single bond and coordinated by two isoindole nitrogen atoms and two nitrogen atoms from the amine moieties. The electronic absorption bands extend into the 1200-1500 nm region. This can be explained using Gouterman's four-orbital theory. The experimental NMR data and theoretical calculations provide evidence for a heteroaromatic 22-π-electron conjugation system for the ring-expanded Pc system, which satisfies Hückel's (4n + 2)π aromaticity.
AB - Expanded phthalocyanine (Pc) congeners with two Mo or W central metal ions and four isoindole ring moieties have been synthesized using normal Pc formation conditions in the presence of urea. The products have been characterized by electrochemistry; mass spectrometry (MS); IR, electron paramagnetic resonance (EPR), NMR, electronic absorption, and magnetic circular dichroism (MCD) spectroscopies; and X-ray analysis. The X-ray structures have rectangular C 2v symmetry and provide evidence that the central Mo atoms are linked by a single bond and coordinated by two isoindole nitrogen atoms and two nitrogen atoms from the amine moieties. The electronic absorption bands extend into the 1200-1500 nm region. This can be explained using Gouterman's four-orbital theory. The experimental NMR data and theoretical calculations provide evidence for a heteroaromatic 22-π-electron conjugation system for the ring-expanded Pc system, which satisfies Hückel's (4n + 2)π aromaticity.
UR - http://www.scopus.com/inward/record.url?scp=84857420321&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84857420321&partnerID=8YFLogxK
U2 - 10.1021/ja209589x
DO - 10.1021/ja209589x
M3 - Article
C2 - 22315975
AN - SCOPUS:84857420321
VL - 134
SP - 3411
EP - 3418
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 7
ER -