Реакция #2161224

ord-bae87a407f5a4e2f95a0b047939776bb

Уравнение реакции

CCCC[N+](CCCC)(CCCC)CCCC.[F-]
tetrabutylammonium fluoride
C1CCOC1
THF
C[Si](C)(C)C#Cc1ccc(-c2c3nc(c(-c4ccc(C#C[Si](C)(C)C)cc4)c4ccc([nH]4)c(-c4ccc(C#C[Si](C)(C)C)cc4)c4nc(c(-c5ccc(C#C[Si](C)(C)C)cc5)c5ccc2[nH]5)C=C4)C=C3)cc1
( 1 )
C[Si](C)(C)C#Cc1ccc(-c2c3nc(c(-c4ccc(C#C[Si](C)(C)C)cc4)c4ccc([nH]4)c(-c4ccc(C#C[Si](C)(C)C)cc4)c4nc(c(-c5ccc(C#C[Si](C)(C)C)cc5)c5ccc2[nH]5)C=C4)C=C3)cc1
tetrakis(4-trimethylsilylethynylphenyl)porphyrin
CC(C)=O
acetone
C#Cc1ccc(-c2c3nc(c(-c4ccc(C#C)cc4)c4ccc([nH]4)c(-c4ccc(C#C)cc4)c4nc(c(-c5ccc(C#C)cc5)c5ccc2[nH]5)C=C4)C=C3)cc1
porphyrin
C#Cc1ccc(-c2c3nc(c(-c4ccc(C#C)cc4)c4ccc([nH]4)c(-c4ccc(C#C)cc4)c4nc(c(-c5ccc(C#C)cc5)c5ccc2[nH]5)C=C4)C=C3)cc1
tetrakis(4-ethynylphenyl)porphyrin

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe solvent was subsequently evaporated off

Методика

A solution of 700 mg (0.7 mmol) of protected TEPP (1) obtained above in 500 ml of a chloroform/tetrahydrofuran (THF) mixture (1/1 v/v) was cooled in a bath of liquid nitrogen and acetone to a temperature of between −30 and −50° C., and then a 1 mol/l solution of tetrabutylammonium fluoride (TBAF) in THF (259 mg, 0.99 mmol in 1 ml) was added to the reaction mixture, which was subsequently stirred for 20 hours. The rise in temperature was not controlled. The solvent was subsequently evaporated off and the deprotected porphyrin (2) was obtained in the form of a purple powder (747 mg, 1.05 mmol).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07919046B2uspto-grants-2011_04