Smart Macrocyclic Molecules: Induced Fit and Ultrafast Self-Sorting   Inclusion Behavior through Dynamic Covalent Chemistry

doi:10.1002/chem.201001606

CORC > 北京大学 > 化学与分子工程学院

	Smart Macrocyclic Molecules: Induced Fit and Ultrafast Self-Sorting Inclusion Behavior through Dynamic Covalent Chemistry
	Han, Ji-Min ; Pan, Jin-Long ; Lei, Ting ; Liu, Chenjiang ; Pei, Jian
刊名	chemistry a european journal
	2010
关键词	dynamic covalent chemistry host-guest systems macrocycles molecular recognition self-sorting CONFORMATIONAL-ANALYSIS BOND FORMATION BINDING SELECTIVITY COMPLEXES ROTAXANES SYSTEMS CONSTRUCTION DIVERSITY MACHINES
DOI	10.1002/chem.201001606
英文摘要	A family of macrocycles with oligo(ethylene glycol) chains, 4O, 5O, and 6O, was developed to construct a series of new incorporated macrocycles through dynamic covalent chemistry. These flexible macrocycles exhibited excellent "self-sorting" abilities with diamine compounds, which depended on the "induced-fit" rule. For instance, the host macrocycles underwent conformational modulation to accommodate the diamine guests, affording [1+1] intramolecular addition compounds regardless of the flexibility of the diamine. These macrocycles folded themselves to fit various diamines with different chain length through modulation of the flexible polyether chain, and afforded intramolecular condensation products. However, if the chain of the diamine was too long and rigid, oligomers or polymers were obtained from the mixture of the macromolecule and the diamine. All results demonstrated that inclusion compounds involving conformationally suitable aromatic diamines were thermodynamically favorable candidates in the mixture due to the restriction of the macrocycle size. Furthermore, kinetic and thermodynamic studies of self-sorting behaviors of both mixed 4O-5O and 4O-6O systems were investigated in detail. Finally, theoretical calculations were also employed to further understand such self-sorting behavior, and indicated that the large enthalpy change of H2NArArNH2@4O is the driving force for the sorting behavior. Our system may provide a model to further understand the principle of biomolecules with high specificity due only to their conformational self-adjusting ability.; http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000285398700031&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=8e1609b174ce4e31116a60747a720701 ; Chemistry, Multidisciplinary; SCI(E); EI; 13; ARTICLE; 46; 13850-13861; 16
语种	英语
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/241998]
专题	化学与分子工程学院
推荐引用方式 GB/T 7714	Han, Ji-Min,Pan, Jin-Long,Lei, Ting,et al. Smart Macrocyclic Molecules: Induced Fit and Ultrafast Self-Sorting Inclusion Behavior through Dynamic Covalent Chemistry[J]. chemistry a european journal,2010.
APA	Han, Ji-Min,Pan, Jin-Long,Lei, Ting,Liu, Chenjiang,&Pei, Jian.(2010).Smart Macrocyclic Molecules: Induced Fit and Ultrafast Self-Sorting Inclusion Behavior through Dynamic Covalent Chemistry.chemistry a european journal.
MLA	Han, Ji-Min,et al."Smart Macrocyclic Molecules: Induced Fit and Ultrafast Self-Sorting Inclusion Behavior through Dynamic Covalent Chemistry".chemistry a european journal (2010).