2,6‐Diphenyl‐1‐aza‐4‐phosphabenzol

Märkl, Gottfried; Matthes, Dieter

doi:10.1002/ange.19720842117

Cited by 32 publications

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“…24a/26a. Die 7.60 (m) 1.00 (d) 7.30 -(12 Hz) 7.60 (m) 7.40-7.90 (m) 7.40-7.90 (m) CH2 7.00 - 3.10 (d) 7.50 (m) (4.3 Hz) 3.00 (d) 7.00-(3.0 Hz) 7.50 (m) 1.09 (d) 1.13 (d) (12.3 Hz) (11.8 Hz) 1.15 7.28 -(12.6 Hz) 7.70 (m) 7.20-7.80 (m) 7.20 - 7.80 (m) 3.13 (d) 7.40 (m) (3.6 Hz) (3.0 Hz) 7.40 (m) (71%, cisltrans 75:25) und 24c (82%, cisltrans 86:14), die als nicht kristallisierende Ole erhalten werden.…”

Section: I-tert-butyl-i4-dihydro-35-dimethyl-4-phenyl-i4-diphosphiunclassified

Synthese und Struktur von 1,4‐Dihydro‐1,4‐diphosphininen und 1,4‐Dihydro‐1,4‐phospharsininen

1985

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Synthesis and Structure of I&Dihydro-l,4diphosphinines and 1,CDihydro-1,CphospharsininesThe cyclizing addition of phenylphosphane or phenylarsane to tert-butyl(benzy1, diethylamin0)diethinylphosphane (14) with formation of the 1,4-dihydro-1 +diphosphinines*' 11 a -d and 1,4-dihydro-1,4-phospharsinines 12a -d, resp., occurs by a radical mechanism (AIBN) as well as base-catalyzed (NaNH,/NH,l; KOH/[18]-crown-6); 11 and 12 are formed as mixtures of cisltrans-isomers with the cis-isomers with (e,e)-conformation prevailling. This is confirmed by X-ray analysis of l-tert-butyl-l,4-dihydro-4-phenyl-l,4-diphosphinine (11 a). The cyclizing addition of primary alkylphosphanes (tert-butylphosphane, benzylphosphane) to diethinylphosphanes is possible only by KOH/[18]-crown-6 catalysis (11 e-f). -A NOEDS-study of l-benzyl-4-tert-butyl-1,4-dihydro-l,4-diphosphinine (11 e) confirms the assigned cis(e,e)-structure. 1,4-Dibenzyl-l,4-dihydro-1,4-diphosphinine (11 g) cannot bc isolated, following reactions via the 1,4-diphosphinine arc discusscd. Only by base-catalyzed (NaNH2/NH31; KOH/[18]-crown-6) cyclizing addition of aryl-, alkylphosphanes, and phenylarsane to di-1-propinylphosphane the 1,4-dihydro-3,5-dimethyl-1,4-di-*I Phosphorine heiDen nach den neuen IUPAC-Regeln (W. H . Powell, Pure Appl. Chem.55, 40Y (1983)) Phosphinine.

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Section: I-tert-butyl-i4-dihydro-35-dimethyl-4-phenyl-i4-diphosphiunclassified