Full metadata record
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Shunichi Fukuzumi | * |
dc.date.accessioned | 2016-08-28T10:08:20Z | - |
dc.date.available | 2016-08-28T10:08:20Z | - |
dc.date.issued | 2013 | * |
dc.identifier.issn | 0002-7863 | * |
dc.identifier.other | OAK-10332 | * |
dc.identifier.uri | https://dspace.ewha.ac.kr/handle/2015.oak/223933 | - |
dc.description.abstract | A new class of redox-active free base and metalloporphyrins fused with the 1,3-dithiol-2-ylidene subunits present in tetrathiafulvalene, termed MTTFP (M = H2, Cu, Ni, Zn), have been prepared and characterized. The strong electron-donating properties of MTTFP were probed by electrochemical measurement and demonstrated that oxidation potentials can be tuned by metalation of the free base form, H2TTFP. X-ray crystal structures of H 2TTFP, ZnTTFP, and CuTTFP revealed that a severe saddle-shape distortion was observed with the dithiole rings bent out of the plane toward one another in the neutral form. In contrast, the structure of the two-electron oxidized species (CuTFFP2+) is planar, corresponding to a change from a nonaromatic to aromatic structure upon oxidation. A relatively large two-photon absorption (TPA) cross-section value of H2TTFP 2+ (1200 GM) was obtained for the free base compound, a value that is much higher than those typically seen for porphyrins (<100 GM). Augmented TPA values for the metal complexes were also seen. The strong electron-donating ability of ZnTTFP was further enhanced by binding of Cl- and Br - as revealed by thermal electron-transfer between ZnTTFP and Li +-encapsulated C60 (Li+@C60) in benzonitrile, which was "switched on" by the addition of either Cl- or Br- (as the tetrabutylammonium salts). The X-ray crystal structure of Cl--bound ZnTTFP was determined and provided support for the strong binding between the Cl- anion and the Zn 2+ cation present in ZnTTFP. © 2013 American Chemical Society. | * |
dc.language | English | * |
dc.title | Porphyrins fused with strongly electron-donating 1,3-dithiol-2-ylidene moieties: Redox control by metal cation complexation and anion binding | * |
dc.type | Article | * |
dc.relation.issue | 29 | * |
dc.relation.volume | 135 | * |
dc.relation.index | SCI | * |
dc.relation.index | SCIE | * |
dc.relation.index | SCOPUS | * |
dc.relation.startpage | 10852 | * |
dc.relation.lastpage | 10862 | * |
dc.relation.journaltitle | Journal of the American Chemical Society | * |
dc.identifier.doi | 10.1021/ja404830y | * |
dc.identifier.wosid | WOS:000322432400039 | * |
dc.identifier.scopusid | 2-s2.0-84880780088 | * |
dc.author.google | Bill N.L. | * |
dc.author.google | Ishida M. | * |
dc.author.google | Bahring S. | * |
dc.author.google | Lim J.M. | * |
dc.author.google | Lee S. | * |
dc.author.google | Davis C.M. | * |
dc.author.google | Lynch V.M. | * |
dc.author.google | Nielsen K.A. | * |
dc.author.google | Jeppesen J.O. | * |
dc.author.google | Ohkubo K. | * |
dc.author.google | Fukuzumi S. | * |
dc.author.google | Kim D. | * |
dc.author.google | Sessler J.L. | * |
dc.contributor.scopusid | Shunichi Fukuzumi(35430038100;58409757400) | * |
dc.date.modifydate | 20240401081001 | * |