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Applications of Tribenzylphosphine Derivatives in Molecular Gyroscope

Author: ZhaoDeYang
Tutor: WangLeYong；HuMin；LinChen
School: Nanjing University
Course: Chemical Engineering
Keywords: Molecular machines Tribenzylphosphine derivative Molecular gyroscope
CLC: O621.1
Type: Master's thesis
Year: 2011
Downloads: 9
Quote: 0
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Abstract


Microscopic molecular level molecular machines have been the focus of attention of chemists. Molecular gyroscopes, as a new and special molecular machines, is attracting more and more scientists into the design and assembly of molecular gyroscope. PMP (M = Pt, Pd, Fe, Re and Rh) type, which Garcia-Garibay and Gladysz Task Force has made groundbreaking achievements Gladysz discussion group using triphenylphosphine (PPh3) development the molecular gyroscope especially to our attention. Gladysz the work of the Task Force, we found that the rigid triphenylphosphine ligand molecular gyroscopes failed to rotate freely in the crystalline state. At the same time, has a very good the nucleophilic and three-dimensional nature of tribenzylphosphine (PBz3) caused us concern. This thesis, instead of the three benzyl phosphine ligand triphenylphosphine (PPh3) introduced into synthetic molecules gyro rotor can rotate freely in the crystalline molecular gyroscope hope that by changing the structure of the phosphine ligand. After trans-PdCl2 {P [CH2C6H3 (oO (CH2) 3CH3) (m-CH3)] 3} 2 (2-12) of the crystal structure analysis, we proved theoretically such tribenzyl phosphine palladium complexes The metal object is transferred to rotate freely in the crystalline state feasibility. Based on this result, we proceed from the m-hydroxybenzaldehyde, and 6 - bromo-1 - hexene etherified, m-of ClCH2C6H40 (CH2) 4CH = CH 2 (2-3) obtained by the reduction and chlorinated; the 2 -3 made of Grignard reagents with phosphorus trichloride or the Methylene Chloride phosphine reaction to give the phosphine ligand is P [CH2 (m-C6H4) O (CH2) 4CH = CH2] 3 (2-4) and PPh [ CH2 (m-C6H4) O (CH2) 4-CH = CH2] 2 (2-8), they and Pd (PhCN) 2C12 reaction to give the corresponding phosphine palladium complexes trans-of PdCl2 {P [CH2 (m-C6H4 ) O (CH2) 4CH = CH2] 3) 2 (2-5) and of trans-of PdCl2 {PPh [CH2-(m-C6H4) O (CH2) 4CH = CH2] 2) 2 (2-9), and then by olefin metathesis and hydrogenation reaction gyro elements 2-7 and 2-11, although the separation between bit product (trans-2-7), from the results of NMR (1H, 13C, 31P), and the like also can not determine its structure, further study. Meta-substituted benzyl phosphine ligands can be successfully obtained product of trans-2-11. Division bit product occurs between the molecules, form a ring of PdCl2 of 23 atom-containing macrocyclic trans-{PPh [CH2-m-C6H40-(CH2) 10O-m-C6H4CH2] 2PhP} (of trans-2-11 b), also has an intramolecular ring formed product (trans-2-11a). In summary, this paper tribenzylphosphine (PBz3) introduced into which the study of molecular gyroscope gyro structure molecular and structural modification, synthetic, and get the crystal. The basis for future work and temptations.

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CLC: > Mathematical sciences and chemical > Chemistry > Organic Chemistry > Organic Chemistry general issues > Theory of organic chemistry,physical organic chemistry
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