en
Scientific article
English

Naphthalene Complexes. Part 2. A 13C-NMR Study of Naphthalene Chromium Complexes. Correlation with Reactivity: Nucleophilic Aromatic Substitution Reactions

Published inHelvetica chimica acta, vol. 64, no. 5, p. 1288-1297
Publication date1981
Abstract

The 13C-NMR. spectra of the series of complexes η6-naphthalene · CrL3 (L=CO (1), PF3 (2), PF2OMe (6), P(OMe)3 (3), C10H8 (= 3 L) (4) and PMe3 (5)) are reported. Definite assignments of the 13C-NMR. resonances were made through the synthesis of [2, 3, 6, 7-2H4]-naphthalene complexes. The coordinated ring 13C-resonance are found to undergo a smooth transition to higher field with increasing donor character of the coligands L. A correlation of the coordination shifts with the reactivity of the coordinated naphthalene is proposed. In complexes containing strong acceptor ligands the naphthalene is activated to attack by nucleophiles. Sequential treatment of complexes 1-4, 6 and [C10H8FeC5H5]+[PF6]- (7) with stabilized carbanions and I2 or Ce(IV)-salt yields α-substituted naphthalenes in the case of 1, 2, 6 and 7 but not in the case of 3 and 4. Treatment of 3 with an excess of HBF4 results not in the expected metal protonation but in a novel ligand transformation to yield 6.

eng
Citation (ISO format)
DESOBRY, Vincent, KUNDIG, Ernst Peter. Naphthalene Complexes. Part 2. A <sup>13</sup>C-NMR Study of Naphthalene Chromium Complexes. Correlation with Reactivity: Nucleophilic Aromatic Substitution Reactions. In: Helvetica chimica acta, 1981, vol. 64, n° 5, p. 1288–1297. doi: 10.1002/hlca.19810640505
Main files (1)
Article (Published version)
accessLevelRestricted
Identifiers
ISSN of the journal0018-019X
518views
0downloads

Technical informations

Creation04/20/2010 10:09:40 AM
First validation04/20/2010 10:09:40 AM
Update time05/19/2023 12:33:52 PM
Status update05/19/2023 12:33:52 PM
Last indexation01/15/2024 7:51:37 PM
All rights reserved by Archive ouverte UNIGE and the University of GenevaunigeBlack