Dichlorodimethylsilane → Bis(indeno[1,2-b]indolyl)dimethylsilane

HRID 1760145Notes

Reaction equation

HRID 1760145 reaction equation
[N:1]1[C:9]2[C:4]([CH:5]=[CH:6][C:7]3[C:8]=2[CH:10]=[C:11]2[C:16]=3[CH:15]=[CH:14][CH:13]=[CH:12]2)=[CH:3][CH:2]=1.C[C:18]1[CH:26]=[C:25]2[C:21]([CH2:22][CH2:23][C:24]2=O)=[CH:20][CH:19]=1.[C:28]1(C)[CH:33]=[CH:32][C:31]([NH:34]N)=[CH:30][CH:29]=1.Cl[Si:38](Cl)([CH3:40])[CH3:39]>>[C:7]1([Si:38]([C:20]2[CH:19]=[CH:18][CH:26]=[C:25]3[C:21]=2[CH:22]=[C:23]2[C:30]4[CH:29]=[CH:28][CH:33]=[CH:32][C:31]=4[N:34]=[C:24]23)([CH3:40])[CH3:39])[CH:6]=[CH:5][CH:4]=[C:3]2[C:16]=1[CH:15]=[C:14]1[C:13]3[CH:12]=[CH:11][CH:10]=[CH:8][C:9]=3[N:1]=[C:2]12

Participants

5

Reactant 4

HCID 6398DichlorodimethylsilaneHCID 10875(4-Methylphenyl)hydrazineHCID 27950936-Methyl-1-indanoneHCID 178420856HCID 178420856, compound2×

Product 1

HCID 22597295Bis(indeno[1,2-b]indolyl)dimethylsilane

Procedure

Consider the preparation of the N-G-N linked complex 6, below. An indenoindole compound is first prepared by reacting 6-methyl-1-indanone and p-tolylhydrazine. Deprotonation of the indenoindole at nitrogen, followed by reaction with 0.5 eq. of dichlorodimethylsilane gives a bis(indeno[1,2-b]indolyl)dimethylsilane (5). This neutral compound is doubly deprotonated and then reacted with 2 eq. of cyclopentadienyl-zirconium trichloride to give the desired bimetallic complex, 6. A similar approach is used to generate phenylboranyl complex 8.

Workup

  1. customthe preparation of the N-G-N

Sources & evidence

ORD record
ord-22f12ff164a745048f2d8d0a9c57df46
Source dataset
uspto-grants-2005_01
Patent number
US06841500B2

Reaction notes

Loading…