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Reactions of Monomeric Phosphanylboranes with Acyl Chlorides: 1‐Oxa‐3‐oxonia‐5‐phospha‐2‐borata‐3,5‐cyclohexadienes
Author(s) -
Nöth Heinrich,
Staude Siegfried,
Thomann Martina,
Kroner Jürgen,
Paine Robert T.
Publication year - 1994
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19941271016
Subject(s) - chemistry , nonane , monomer , trimethylsilyl , stereochemistry , medicinal chemistry , organic chemistry , polymer
Monomeric B ‐[bis(trimethylsilyl)phosphanyl]‐9‐borabicyclo‐[3.3.1]nonane ( 1 ) reacts with acyl chlorides 2 in a 1:2 ratio to afford deep red derivatives of six‐membered oxaoxonia‐s̀ 2 ,λD 3 ‐phosphaboratacyclohexadienes 3 . In contrast, the (di‐ tert ‐butylboryloxy)phosphaethene 5 is obtained from t Bu 2 BP‐(SiMe 3 ) 2 ( 4 ) and PhC(O)Cl. It is assumed that both reactions proceed via a common intermediate, an (acylphosphanyl)bo‐rane 6 . The color of compounds 3 , which feature a flat boat conformation, is due to a π−π * transition.