HCID 6335024, Verbindung → Porphyrinogen

HRID 1417170Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1417170
[B]1[B]C([B]B(C(OCC(OC(B(C2[B][B][B][B]2)[B]C2[B][B][B][B]2)=O)[C:18]2[C:40]3[NH:41][C:20](=[CH:21][C:22]4[NH:26][C:25]([CH:27]=[C:28]5[N:32]=[C:31]([CH:33]=[C:34]6[N:38]=[C:37]([CH:39]=3)[C:36](C)=[C:35]6CCC(O)=O)[C:30](CCC(O)=O)=[C:29]5C)=[C:24](C)[C:23]=4C(OC(B(C3[B][B][B][B]3)[B]C3[B][B][B][B]3)=O)COC(B(C3[B][B][B][B]3)[B]C3[B][B][B][B]3)=O)[C:19]=2C)=O)C2[B][B][B][B]2)[B][B]1.COC(=O)CC1C(CC(OC)=O)=CNC=1>C(Cl)Cl>[CH2:21]1[C:22]2[NH:26][C:25](=[CH:24][CH:23]=2)[CH2:27][C:28]2[NH:32][C:31](=[CH:30][CH:29]=2)[CH2:33][C:34]2[NH:38][C:37](=[CH:36][CH:35]=2)[CH2:39][C:40]2[NH:41][C:20]1=[CH:19][CH:18]=2

Komponenten

4

Edukt 2

HCID 6335024HCID 6335024, VerbindungHCID 14358077HCID 14358077, Verbindung

Produkt 1

HCID 9548659Porphyrinogen

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

A boronated porphyrin of the present invention, NiTCP, was synthesized using Lindsey's cyclization method as shown in Reaction Scheme 1. Pyrrole-3,4-diacetic acid dimethyl ester (prepared according to Chiusoli et al., 1989) in the amount of 79 mg and 3-o-carboranylmethyloxybenzaldehyde (prepared according to Miura et al., 1990) in the amount of 91 mg were dissolved in 20 ml of CH2Cl2 and then deoxygenated with nitrogen (N2) for 20 minutes. 15 μl of BF3.Et2O was added and then allowed to stir at 25° C. under N2 for approximately 1.5 hours to form an intermediate porphyrinogen.

Aufarbeitung

  1. customas shown in Reaction Scheme 1
  2. customdeoxygenated with nitrogen (N2) for 20 minutes
  3. addition15 μl of BF3.Et2O was added

Quellen und Nachweise

ORD-Eintrag
ord-dc435fdc5d3e4e7daa868f08896ba41f
Quelldatensatz
uspto-grants-1999_03
Patentnummer
US05877165

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