118281-72-4

Upstream product

• 118281-77-9 (Diiodomethylene)(2,4,6-tri-tert-butylphenyl)phosphine 
• 79074-00-3 2,4,6-tri-t-butylphenylphosphonous dichloride 
• 75-47-8 iodoform 

Downstream Products

• 177902-42-0 ((CH₃)3C₆H₂)2Ge(F)C(H)PC₆H₂(C(CH₃)3)3 
• 136409-17-1 (2,4,6-tri-tert-butylphenyl){(trimethylstannyl)methylene}phosphane 
• 136409-18-2 C₁₉H₂₉⁽²⁾HIP 
• 136409-15-9 (2,4,6-tri-tert-butylphenyl){(trimethylgermyl)methylene}phosphane 

Relevant academic research and scientific papers

SYNTHESIS AND REACTIVITY OF P-SUPERMESITYL-C-HALOPHOSPHAALKENES

The synthesis of the title compounds in high yield via a new route are presented and their reaction with n-butyllithium and subsequent functionalisations is discussed.

Synthesis and Reactions of P-Supermesityl-C-halophosphaalkenes

C-Halophosphaalkenes (1, 2) were prepared in high yield by a one-pot synthesis from HCX3 or CI4 and Mes*PCl2 (Mes* = supermesityl = 2,4,6-tri-tert-butylphenyl).The C-iodophosphoaalkenes Mes*P=Cl2 (1c) and Mes*P=CHI (2c) undergo halogen-metal exchange with n-BuLi at low temperatures.The resulting carbenoids Mes*P=CILi (11c) and Mes*P=CHLi (6) reacted with ClMMe3 (M = Si, Ge, Sn) to give Mes*P=CIMMe3 or Mes*P=CHMMe3 (8-10), respectively.Further reaction of (Z)-13 and (Z)-14 with n-BuLi and ClMMe3 gave Mes*P=C(MMe3)2 (18: M = Ge; 19: M = Sn).The carbenoid (Z)-11c decomposed at -85 deg C; instead of the expected "phosphaisonitrile" Mes*P=C: (21), only Mes*CP (15) was obtained which lends experimental support to the theoretically predicted instability of 21.Key Words: Phosphaalkenes, C-halo, C-metal / "Phospha-isonitrile" / Phosphinylidenemethylene / Phosphaalkyne, E/Z isomers