z-logo
Premium
Alternative Synthesis and Structures of C ‐monoacetylenic Phosphaalkenes
Author(s) -
Orthaber Andreas,
Öberg Elisabet,
Jane Reuben T.,
Ott Sascha
Publication year - 2012
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/zaac.201200324
Subject(s) - isomerization , sonogashira coupling , acetylene , chemistry , stereochemistry , crystallography , catalysis , palladium , organic chemistry
An alternative synthesis of C ‐monoacetylenic phosphaalkenes trans ‐Mes*P=C(Me)(C≡CR) (Mes* = 2, 4, 6‐ t Bu 3 Ph, R = Ph, SiMe 3 ) from C ‐bromophosphaalkenes cis ‐Mes*P=C(Me)Br using standard Sonogashira coupling conditions is described. Crystallographic studies confirm cis ‐ trans isomerization of the P=C double bond during Pd‐catalyzed cross coupling, leading exclusively to trans ‐acetylenic phosphaalkenes. Crystallographic studies of all synthesized compounds reveal the extend of π‐conjugation over the acetylene and P=C π‐systems.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom