Pyrrole → 21H,22H-Porphine

HRID 374563

Reaction equation

FC1C([N:8]2[C:12]3[CH:13]=[C:14]4[N:31]=[C:17]([CH:18]=[C:19]5[NH:30][C:22](=[CH:23][C:24]6[CH:25]=[CH:26][C:27]([N:29]=6)=[CH:28][C:9]2=[C:10](C2C(F)=C(F)C(F)=C(F)C=2F)[C:11]=3C2C(F)=C(F)C(F)=C(F)C=2F)[CH:21]=[CH:20]5)[CH:16]=[CH:15]4)=C(F)C(F)=C(F)C=1F.FC1C(C=O)=C(F)C(F)=C(F)C=1F.N1C=CC=C1>>[C:12]12[CH:13]=[C:14]3[N:31]=[C:17]([CH:16]=[CH:15]3)[CH:18]=[C:19]3[NH:30][C:22]([CH:21]=[CH:20]3)=[CH:23][C:24]3=[N:29][C:27]([CH:26]=[CH:25]3)=[CH:28][C:9]([NH:8]1)=[CH:10][CH:11]=2

Participants

Reactant 3

HCID 8027Pyrrole

HCID 69558Pentafluorobenzaldehyde

HCID 87642297Tri(pentafluorophenyl)porphyrin

Product 1

HCID 13770524121H,22H-Porphine

Procedure

Compound C is subjected to a second Lindsey-type tri(pentafluorophenyl)porphyrin-ring construction with pentafluorobenzaldehyde and pyrrole, to give the Gable porphyrin, orthodi [mesotri(pentafluorophenyl)porphin]-benzene. In this step, Compound C is reacted again with pyrrole and pentafluorobenzaldehyde in a 1,4,3 molar ratio with BF3 0Et2 catalyst to give the desired ##STR5##

Sources & evidence

ORD record: ord-69ca33a75c82441e9f07fe35dcfc1ae8
Source dataset: uspto-grants-1996_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05480986

Linked notes

Loading…