A Novel Reaction Between the P:O Group of Cyclic 2,4,6‐Trialkylphenylphosphine Oxides and Dimethyl Acetylenedicarboxylate (DMAD)

Abstract

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Revisiting the 7‐Phospanorbornene Family: New P‐Alkyl Derivatives

“…Yield: 90%, dense oil as a mixture of two diastereomers. 31 P { 1 H} NMR (CDCl 3 ) δ : 70.2 (61%) and 71.3 (39%), δ (CDCl 3 ) : 71.3 (56%) and 72.3 (44%); [M + H] + found = 302.9147, C 7 H 14 OPBr 2 requires 302.9144.…”

“…The compound was named according to IUPAC, but the traditional atomic numbering was used in the NMR assignments (see Scheme / 4 ). Yield: 90%, light yellow crystals, mp: 175–176°C, mp : 176–177°C; 31 P { 1 H} NMR (CDCl 3 ) δ : 96.7, δ (CDCl 3 ) : 96.7; [M + H] + found = 316.10958, C 17 H 19 O 3 PN requires 316.10971.…”

“…3,10‐Diethyl‐5,8‐dimethyl‐3,10‐diphosphatricyclo[5.2.1.02,6]deca‐4,8‐diene 3,10‐Dioxide ( 6a ) . Yield: 90%, light yellow crystals, mp: 200–201°C; 31 P { 1 H} NMR (CDCl 3 ) δ : 67.0 (P 1 ), 93.2 (P 8 ), J = 33.5, δ (CDCl 3 ) : 67.6 (P 1 ), 93.0 (P 8 ), J = 33.5; MS, [M + H] + found = 285.1145, C 14 H 23 O 2 P 2 requires 285.1173.…”