4.1 Article

A bis-Au(III) [28] hexaphyrin triphenylphosphine adduct

Journal

JOURNAL OF PORPHYRINS AND PHTHALOCYANINES
Volume 20, Issue 8-11, Pages 997-1001

Publisher

WORLD SCI PUBL CO INC
DOI: 10.1142/S1088424616500097

Keywords

expanded porphyrin; hexaphyrin; triphenylphosphine; phosphonium ylide; phosphorane

Funding

  1. MEXT of Japan [25220802(S)]
  2. Grants-in-Aid for Scientific Research [14J01050] Funding Source: KAKEN

Ask authors/readers for more resources

Triphenylphosphine was added regioselectively at the C(3) position of bis-Au(III) complex of [26] hexaphyrin 5 in the presence of trifluoroacetic acid to produce [28] hexaphyrin triphenylphosphine adduct 6 in 62% yield, which has been fully characterized by NMR, UV-vis/NIR absorption, and MS spectroscopies, and X-ray diffraction analysis. The rigid planar structure forces 6 to take Huckel antiaromaticity, which has been supported by its H-1 NMR spectrum. Curiously, the detailed structural analysis elucidated that the triphenylphosphine moiety exists as a phosphorane form in the solid state. A plausible mechanism via a double protonated 5 is proposed, which can explain the observed regioselectivity.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.1
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

No Data Available
No Data Available