Iodine → Hexahelicene

HRID 1653609Notes

Reaction equation

HRID 1653609 reaction equation
II.[CH:3]([C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][C:15]([CH:21]=[CH:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[CH:16][CH:17]=2)[CH:12]=1)=[CH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>>[CH:27]1[C:28]2[C:23](=[CH:22][CH:21]=[C:15]3[C:14]=2[C:13]2[C:18](=[CH:19][CH:20]=[C:11]4[C:12]=2[C:6]2[C:5](=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH:4]=[CH:3]4)[CH:17]=[CH:16]3)[CH:24]=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 807IodineHCID 3241552,7-Distyrylnaphthalene

Product 1

HCID 98863Hexahelicene

Procedure

A small amount of iodine was added to a solution of 0.2 g/l of 2,7-bis(styryl)naphthalene, and the solution was irradiated with light from a high-pressure mercury lamp for 2 hr and then subjected to silica gel chromatography, and the separated product was recrystallized from benzene/ethanol as a solvent to obtain hexahelicene.

Workup

  1. customthe solution was irradiated with light from a high-pressure mercury lamp for 2 hr
  2. customthe separated product was recrystallized from benzene/ethanol as a solvent

Sources & evidence

ORD record
ord-2dfb376b25e848509513035bc1e51582
Source dataset
uspto-grants-1995_04
Patent number
US05403520

Reaction notes

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