4,7-Diphenyl-1,10-phenanthroline → HCID 66956515, compound

HRID 1367802Notes

Reaction equation

HRID 1367802 reaction equation
[C:1]([Li])([CH3:4])([CH3:3])[CH3:2].[CH:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:25]=[CH:24][N:23]=[C:22]3[C:13]=2[CH:14]=[CH:15][C:16]2[C:21]3=[N:20][CH:19]=[CH:18][C:17]=2[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[CH:8][CH:7]=1>CO.C(Cl)Cl>[C:1]([C:19]1[CH:18]=[C:17]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:16]2[C:21](=[C:22]3[C:13](=[CH:14][CH:15]=2)[C:12]([C:9]2[CH:8]=[CH:7][CH:6]=[CH:11][CH:10]=2)=[CH:25][CH:24]=[N:23]3)[N:20]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 728124,7-Diphenyl-1,10-phenanthrolineHCID 178418306HCID 178418306, compound

Product 1

HCID 66956515HCID 66956515, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

This yellow compound was prepared in a process analogous to the synthesis of PBP in which 2 equivalents of t-butyllithium were used for each equivalent of bathophenanthroline. The clean product was obtained after running chromatography in a silica/mixture of methanol/CH2Cl2 (1:1) column with a yield of 70 percent. 1H NMR (500 MHz, CDCl3) ppm: 9.28 (m, 1H), 7.81-7.74 (m, 2H), 7.68 (s, 1H), 7.57-7.35 (m, 11H), 1.62 (s, 9H). Analysis for mono-t-BBP. Found: C, 86.19, H, 6.18, N, 7.19. Calculated: C, 86.56, H, 6.25, N, 7.21.

Workup

  1. customThe clean product was obtained

Sources & evidence

ORD record
ord-6061e72afac84e329effba123878a22a
Source dataset
uspto-grants-2011_02
Patent number
US07893352B2

Reaction notes

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