Unexpected Rearrangement Leading to Formation of a 1,3‐Bis(triphenylphosphonio)prop‐1‐en‐3‐idyl Carboxylate | Zendy

Aitken R. Alan | Zendy; Cleghorn Lee P. | Zendy; Leitch Rebecca M. | Zendy; Morrill Louis C. | Zendy; Slawin Alexandra M. Z. | Zendy

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Unexpected Rearrangement Leading to Formation of a 1,3‐Bis(triphenylphosphonio)prop‐1‐en‐3‐idyl Carboxylate

Author(s) -

Aitken R. Alan,

Cleghorn Lee P.,

Leitch Rebecca M.,

Morrill Louis C.,

Slawin Alexandra M. Z.

Publication year - 2010

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201000143

Subject(s) - chemistry , carboxylate , biphenyl , medicinal chemistry , stereochemistry , crystal structure , crystallography , organic chemistry

Whereas biphenyl‐4,4′‐dicarbonyl dichloride reacts with methylenetriphenylphosphorane to give the expected bis(acylylide) 1 , the same reaction of biphenyl‐2,2′‐dicarbonyl dichloride results in a multistep rearrangement leading to the zwitterionic 2‐[1,3‐bis(triphenylphosphonio)prop‐1‐en‐3‐id‐2‐yl]biphenyl‐2′‐carboxylate 2 . X‐ray crystal structures of both 1 and 2 are reported.

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