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Article: A general synthesis of macrocyclic π-electron-acceptor systems
Title | A general synthesis of macrocyclic π-electron-acceptor systems |
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Authors | |
Issue Date | 2009 |
Citation | Organic Letters, 2009, v. 11, n. 22, p. 5238-5241 How to Cite? |
Abstract | Cyclocondensations of aromatic diamines with 1,1′-bis(2,4- dinitrophenyl)-4,4′-bipyridinium salts afford doubly or quadruply charged, macrocyclic, N,N′-diarylbipyridinium cations. These are tolerant of a wide range of acids, bases, and nucleophiles, although they appear to undergo reversible, one-electron reduction by tertiary amines. Single-crystal X-ray analysis demonstrates the presence of a macrocycle conformation in which the 4,4′-bipyridinium and 4,4′-biphenylenedisulfonyl residues are suitably spaced and aligned for complexation with .T-donor arenes, and NMR studies in solution indeed confirm binding to 1,5-bis[hydroxy(ethoxy)ethoxy] naphthalene. © 2009 American Chemical Society. |
Persistent Identifier | http://hdl.handle.net/10722/332907 |
ISSN | 2021 Impact Factor: 6.072 2020 SCImago Journal Rankings: 1.940 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Colquhoun, Howard M. | - |
dc.contributor.author | Greenland, Barnaby W. | - |
dc.contributor.author | Zhu, Zhixue | - |
dc.contributor.author | Shaw, John S. | - |
dc.contributor.author | Cardin, Christine J. | - |
dc.contributor.author | Burattini, Stefano | - |
dc.contributor.author | Elliott, Joanne M. | - |
dc.contributor.author | Basu, Subhadeep | - |
dc.contributor.author | Gasa, Travis B. | - |
dc.contributor.author | Stoddart, J. Fraser | - |
dc.date.accessioned | 2023-10-06T05:15:15Z | - |
dc.date.available | 2023-10-06T05:15:15Z | - |
dc.date.issued | 2009 | - |
dc.identifier.citation | Organic Letters, 2009, v. 11, n. 22, p. 5238-5241 | - |
dc.identifier.issn | 1523-7060 | - |
dc.identifier.uri | http://hdl.handle.net/10722/332907 | - |
dc.description.abstract | Cyclocondensations of aromatic diamines with 1,1′-bis(2,4- dinitrophenyl)-4,4′-bipyridinium salts afford doubly or quadruply charged, macrocyclic, N,N′-diarylbipyridinium cations. These are tolerant of a wide range of acids, bases, and nucleophiles, although they appear to undergo reversible, one-electron reduction by tertiary amines. Single-crystal X-ray analysis demonstrates the presence of a macrocycle conformation in which the 4,4′-bipyridinium and 4,4′-biphenylenedisulfonyl residues are suitably spaced and aligned for complexation with .T-donor arenes, and NMR studies in solution indeed confirm binding to 1,5-bis[hydroxy(ethoxy)ethoxy] naphthalene. © 2009 American Chemical Society. | - |
dc.language | eng | - |
dc.relation.ispartof | Organic Letters | - |
dc.title | A general synthesis of macrocyclic π-electron-acceptor systems | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1021/ol9021782 | - |
dc.identifier.scopus | eid_2-s2.0-70749136440 | - |
dc.identifier.volume | 11 | - |
dc.identifier.issue | 22 | - |
dc.identifier.spage | 5238 | - |
dc.identifier.epage | 5241 | - |
dc.identifier.isi | WOS:000271583000037 | - |