Cobalt(II) and rhodium(I) metal complexes of thia- And oxasapphyrinst

Bulletin de la Societe Chimique de France

Volumn 133, Issue 7-8, 1996, Pages 725-734

  Sessler, Jonathan L ^a   Burrell, Anthony K ^a,b   Lisowski, Jerzy ^a,c   Gebauer, Andreas ^a   Cyr, Michael J ^a,d   Lynch, Vincent ^a  

^a UNIVERSITY OF TEXAS AT AUSTIN   (United States)

^b MASSEY UNIVERSITY   (New Zealand)

^c UNIVERSITY OF WROC AW   (Poland)

^d EASTMAN CHEMICAL COMPANY   (United States)

Author keywords

2 coordination; Cobalt(II); Expanded porphyrin; Heterosapphyrin; Rhodium(I)

Indexed keywords

EID: 0000629373     PISSN: 00378968     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (42)

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42. For the synthesis of 3,7,18,22-tetraethyl-2,8,17,23-tetramethyl-27-thiasapphyrin the following modification of our earlier reported [3] procedure was used: 4,4′-diethyl-5,5′-diformyl-3,3′-dimethyl-2,2′-bipyrrole (145 mg, 0.53 mrnol) was dissolved in 20 mL methanol. 2,5-Bis(4-ethyl-3-methylpyrrol-2-ylmethyl)thiophene (220 mg, 0.53 mmol) was then added before the mixture was diluted with 480 mL dichloromethane. p-Toluenesulfonic acid monohydrate (484 mg, 2.1 mmol) was added and the resulting mixture was stirred for 18 h at room temperature. Then, DDQ (5,6-dichloro-2,3-dicyanoquinone) (120 mg, 0.53 mmol) was added and the mixture was stirred for 30 min. The solvents were then removed in vacuo. The resulting residue was taken up in dichloromethane and purified by column chromatography, using increasingly polar dichloromethane/methanol mixtures containing a few drops of TFA (trifluoroacetic acid) as the eluent. The dark green fractions, eluting with dichloromethane/methanol (4%)/TFA (0.1%), were collected and taken to dryness in vacuo. This yielded the thiasapphyrin product as a dark blue solid (80 mg, 26%).