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Sterically crowded peri-substituted naphthalene phosphines and their PV derivatives
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dc.contributor.author | Knight, Fergus Ross | |
dc.contributor.author | Fuller, Amy | |
dc.contributor.author | Buehl, Michael | |
dc.contributor.author | Slawin, Alexandra Martha Zoya | |
dc.contributor.author | Woollins, J Derek | |
dc.date.accessioned | 2016-01-15T15:40:06Z | |
dc.date.available | 2016-01-15T15:40:06Z | |
dc.date.issued | 2010-07-05 | |
dc.identifier | 4638391 | |
dc.identifier | a74760be-ba39-434f-8569-eb25bbfa8ad4 | |
dc.identifier | 000280216400031 | |
dc.identifier | 77954116624 | |
dc.identifier.citation | Knight , F R , Fuller , A , Buehl , M , Slawin , A M Z & Woollins , J D 2010 , ' Sterically crowded peri -substituted naphthalene phosphines and their P V derivatives ' , Chemistry - A European Journal , vol. 16 , no. 25 , pp. 7617-7634 . https://doi.org/10.1002/chem.201000454 | en |
dc.identifier.issn | 0947-6539 | |
dc.identifier.other | ORCID: /0000-0002-1095-7143/work/48131752 | |
dc.identifier.other | ORCID: /0000-0002-9527-6418/work/56861513 | |
dc.identifier.other | ORCID: /0000-0002-1498-9652/work/31779251 | |
dc.identifier.uri | https://hdl.handle.net/10023/8029 | |
dc.description | This work is funded by the EPSRC UK | en |
dc.description.abstract | Three sterically crowded peri-substituted naphthalene phosphines, Nap[PPh2][ER] (Nap=naphthalene-1,8-diyl; ER=SEt, SPh, SePh) 1–3 , which contain phosphorus and chalcogen functional groups at the peri positions have been prepared. Each phosphine reacts to form a complete series of PV chalcogenides Nap[P(E′)(Ph2)(ER)] (E′=O, S, Se). The novel compounds were fully characterised by using X-ray crystallography and multinuclear NMR spectroscopy, IR spectroscopy and MS. X-ray data for 1 , 2 , n O , n S , n Se (n=1–3) are compared. Eleven molecular structures have been analysed by naphthalene ring torsions, peri-atom displacement, splay angle magnitude, X⋅⋅⋅E interactions, aromatic ring orientations and quasi-linear arrangements. An increase in the congestion of the peri region following the introduction of heavy chalcogen atoms is accompanied by a general increase in naphthalene distortion. P⋅⋅⋅E distances increase for molecules that contain bulkier atoms at the peri positions and also when larger chalcogen atoms are bound to phosphorus. The chalcogenides adopt similar conformations that contain a quasi-linear E⋅⋅⋅PC fragment, except for 3 O , which displays a twist-axial-twist conformation resulting in the formation of a linear O⋅⋅⋅SeC alignment. Ab initio MO calculations performed on 2 O , 3 O , 3 S and 3 Se reveal Wiberg bond index values of 0.02 to 0.04, which indicates only minor non-bonded interactions; however, calculations on radical cations of 3 O , 3 S and 3 Se reveal increased values (0.14–0.19). | |
dc.format.extent | 18 | |
dc.format.extent | 1686988 | |
dc.language.iso | eng | |
dc.relation.ispartof | Chemistry - A European Journal | en |
dc.subject | Chalcogens | en |
dc.subject | Density functional calculations | en |
dc.subject | Intramolecular interactions | en |
dc.subject | Oxidation | en |
dc.subject | peri-Substitution | en |
dc.subject | X-ray diffraction | en |
dc.subject | Polyaromatic hydrocarbon ligands | en |
dc.subject | Hexacoordinate silicon-compounds | en |
dc.subject | Ray-diffraction data | en |
dc.subject | CENTER-DOT-P | en |
dc.subject | X-ray | en |
dc.subject | METAL-COMPLEXES | en |
dc.subject | MOLECULAR-STRUCTURE | en |
dc.subject | COORDINATION CHEMISTRY | en |
dc.subject | CRYSTAL-STRUCTURE | en |
dc.subject | SOLID-STATE | en |
dc.subject | QD Chemistry | en |
dc.subject.lcc | QD | en |
dc.title | Sterically crowded peri-substituted naphthalene phosphines and their PV derivatives | en |
dc.type | Journal article | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.contributor.institution | University of St Andrews. Office of the Principal | en |
dc.identifier.doi | 10.1002/chem.201000454 | |
dc.description.status | Peer reviewed | en |
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