참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | Potassium Carbonate | HCID 11430 | — |
| 반응물 | Trimethylsilylacetylene | HCID 66111 | — |
| 반응물 | 2,3-Dibromothiophene | HCID 76590 | — |
| 반응물 | (2-Methyl-1-benzothiophen-3-yl)boronic acid | HCID 58933004 | — |
| 반응물 | 2,3-Bis(2-methylbenzothiophen-3-yl)thiophene | HCID 66704163 | — |
| 촉매 | Palladium | HCID 23938 | — |
| 촉매 | HCID 178418397 | HCID 178418397 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 5-Trimethylsilylethynyl-2,3-bis-(2-methyl-3-benzo[3,2-b]thienyl)thiophene | HCID 66704311 | — |
| 생성물 | Ethynyl-2,3-bis-(2-methyl-3-benzo[3,2-b]thienyl)thiophene | HCID 87118226 | — |
반응 단계
5-Trimethylsilylethynyl-2,3-bis-(2-methyl-3-benzo[3,2-b]thienyl)thiophene is synthesized by the Sonogashira coupling reaction of trimethylsilylacetylene and the bromo-derivative of 2,3-bis-(2-methyl-3-benzo[3,2-b]thienyl)thiophene, which is also prepared from the Suzuki cross-coupling reaction of 2.5 equivalents of 2-methyl-3-benzo[3,2-b]thienylboronic acid and 2,3-dibromothiophene in the presence of the palladium catalyst, Pd(PPh3)4, and sodium carbonate in a heterogeneous mixture of water and THF according to the procedure similar to that of (L1). Subsequent deprotection of the trimethylsilyl group using potassium carbonate in dichloromethane solution gives the target ligand ethynyl-2,3-bis-(2-methyl-3-benzo[3,2-b]thienyl)thiophene (L5). The synthetic route is shown in FIG. 12. Excitation of the ligand with λ≦352 nm light resulted in the formation of the close form, corresponding to the photocyclization product.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08107150B2 |
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| 출처 데이터셋 | uspto-grants-2012_01 |
|---|
| ORD ID | ord-a5694d3d684a47aaa9adec4d64fca1ec |
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| 출처 메모 | uspto-grants-2012_01 |
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