BICYCLIC MEDIUM-RING DIPHOSPHINES - CONTRASTING BEHAVIOR IN THE BICYCLO[3.3.3]UNDECANE AND BICYCLO[4.4.4]TETRADECANE SERIES

Authors
ALDER RW ELLIS DD ORPEN AG TAYLOR PN
Citation
Rw. Alder et al., BICYCLIC MEDIUM-RING DIPHOSPHINES - CONTRASTING BEHAVIOR IN THE BICYCLO[3.3.3]UNDECANE AND BICYCLO[4.4.4]TETRADECANE SERIES, Chemical communications, (4), 1996, pp. 539-540
Citations number
22
Categorie Soggetti
Chemistry
Journal title
Chemical communications → ACNP
ISSN journal
13597345
Issue
4
Year of publication
1996
Pages
539 - 540
Database
ISI
SICI code
1359-7345(1996):4<539:BMD-CB>2.0.ZU;2-R
Abstract
Reaction of cis-1,5-dibenzyl-1,5-diphosphacyclooctane 9 with CH2(CH(2) OTf)(2) gives benzyl-1,5-diphosphoniabicyclo[3.3.3]undecanediium bistr iflate 10 which is debenzylated with LiAlH4 to 1,5-diphosphabicyclo[3. 3.3]undecane 11, but attempts to prepare 1,6-diphosphabicyclo[4.4.4]te tradecane 7 lead to oligomerisation and rearrangement reactions; 1,5-d iphosphoniatricyclo[3.3.3.0]undecanediium bistriflate 8 is slowly form ed by reaction of 1,5-diphosphabicyclo[3.3.0]octane with CH2(CH(2)OTf) (2) in nitromethane, but is hydrolysed much more rapidly than its [4.4 .4.0] counterpart.