Chiral rodlike platinum complexes, double helical chains, and potential asymmetric hydrogenation ligand based on "linear" building blocks: 1,8,9,16-tetrahydroxytetraphenylene and 1,8,9,16-tetrakis(diphenylphosphino)tetraphenylene
文献类型：期刊论文
| 作者 | Peng HY(彭海燕) ; Lin ZQ(林志强) ; Mai SW(麦松威) ; Cai ZW(蔡忠伟) ; Ma WQ(马伟强) ; Li YX(李玉学) ; Huang NZ(黄乃正) |
| 刊名 | J. Am. Chem. Soc.
 |
| 出版日期 | 2005 |
| 卷号 | 127期号:26页码:9603-9611 |
| ISSN号 | 0002-7863 |
| 其他题名 | 手性1,8,9,16-四取代四苯并环辛四烯的合成以及不对称氢化活性研究 |
| 通讯作者 | 黄乃正 |
| 英文摘要 | This paper is concerned with the synthesis of 1,8,9,16-tetrahydroxytetraphenylene (3a) via copper(II)-mediated oxidative coupling, its resolution to optical antipodes, and its conversion to 1,8,9,16-tetrakis-(diphenylphosphino)tetraphenylene (3b). On the basis of these chiral "linear" building blocks, three rodlike chiral complexes, triblock (R,R,R,R)-17 and (S,S,S,S)-20 and pentablock (R,R,R,R,R,R,R,R)-22, were constructed. As a hydrogen bond donor, racemic and optically active 3a was allowed to assemble with linear acceptors to afford highly ordered structures. A 1:1 adduct of 4,4'-bipyridyl and (+/-)-3a exists in a dimeric form of 3a linked by 4,4'-bipyridyl through hydrogen bonds. Pyrazine serves as a short linker between achiral parallel chains each formed by (+/-)-3a, while self-assembly of homochiral 3a into alternate parallel chains occurs in the adduct of 5,5'-dipyrimidine with (+/-)-3a. Self-assembly of (S,S)-3a or (R,R)-3a with 4,4'-dipyridyl yielded a packing of chiral double helical chains formed by chiral tetrol 3a molecules. A novel chiral ligand, (S,S)-23, derived from 3a was used in the asymmetric catalytic hydrogenation of alpha-acetamidocinnamate, yielding up to 99.0% ee and 100% conversion. |
| 学科主题 | 天然产物有机化学 |
| 收录类别 | SCI |
| 原文出处 | http://dx.doi.org/10.1021/ja051013I |
| 语种 | 英语 |
| WOS记录号 | WOS:000230220900063 |
| 公开日期 | 2013-08-14 |
| 源URL | [http://202.127.28.38/handle/331003/27621]  |
| 专题 | 上海有机化学研究所_上海有机化学研究所 |
| 推荐引用方式 GB/T 7714 | Peng HY,Lin ZQ,Mai SW,et al. Chiral rodlike platinum complexes, double helical chains, and potential asymmetric hydrogenation ligand based on "linear" building blocks: 1,8,9,16-tetrahydroxytetraphenylene and 1,8,9,16-tetrakis(diphenylphosphino)tetraphenylene[J]. J. Am. Chem. Soc.,2005,127(26):9603-9611. |
| APA | 彭海燕.,林志强.,麦松威.,蔡忠伟.,马伟强.,...&黄乃正.(2005).Chiral rodlike platinum complexes, double helical chains, and potential asymmetric hydrogenation ligand based on "linear" building blocks: 1,8,9,16-tetrahydroxytetraphenylene and 1,8,9,16-tetrakis(diphenylphosphino)tetraphenylene.J. Am. Chem. Soc.,127(26),9603-9611. |
| MLA | 彭海燕,et al."Chiral rodlike platinum complexes, double helical chains, and potential asymmetric hydrogenation ligand based on "linear" building blocks: 1,8,9,16-tetrahydroxytetraphenylene and 1,8,9,16-tetrakis(diphenylphosphino)tetraphenylene".J. Am. Chem. Soc. 127.26(2005):9603-9611. |
入库方式： OAI收割
来源：上海有机化学研究所
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