Axially Asymmetric Metal Alkyls. Part 2. Synthesis of the Di-Grignard Reagent nCl>2R> 2-> and 6,7-Dihydro-5H-dibenzo-silepines and -stannepines; X-Ray Crystal Structures of and δ-SS- and λ-RR->

DOI: 10.1039/DT9840000331

Source and publish data:

Journal of the Chemical Society, Dalton Transactions p. 331 - 340 (1984)

Update date:2022-08-05

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Authors:

Engelhardt, Lutz M.

Leung, Wing-Por

Raston, Colin L.

Twiss, Paul

White, Allan H.

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Article abstract of DOI:10.1039/DT9840000331

Reactions of Mg and Li with 2,2'-bis(chloromethyl)biphenyl in tetrahydrofuran (thf) yield respectively a new di-Grignard reagent, <nCl>₂<2-CH2C6H4)₂>> (5), for rather critical conditions, and the intramolecular cyclization product, 9,10-dihydrophenantrene which further reacts to form a radical anion (g= 2.0037, hydrogen hyperfine coupling unresolved).Substituted 6,7-dihydro-5H-dibenzo -silepines and -stannepines derived from (5) and the dilithium complexes <₂<(2-CHRC6H4)₂>> (R= H or SiMe3; tmen= NNN'N'-tetramethylethylenediamine are also reported.The crystal structures of the compounds 2>> have been determined.Sn-C (aromatic) distances are similar <2.139(8) and 2.159(9) angstroem in (8), cf. 2.136(4) angstroem in (9)> whereas the Sn-CHR distances are significantly different <2.157(8) and 2.159(9) angstroem in (8), cf. 2.184(4) angstroem in (9)>; the angles substended by the bidentate ligands are 98.7(3) deg in (8) and 99.4(2) deg in (9) and the associated torsion angles along the biphenyl axis are respectively 66.0 and 70.8 deg.Compound (9) comprises a racemate of δ-SS and λ-RR isomers, in the solid, with the molecules lying on C₂ axes.

Full text of DOI:10.1039/DT9840000331

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