Diels-Alder reactions of 1-phosphabutadienes: a highly selective route to P[double bond, length as m-dash]C-substituted phosphacyclohexenes.


Journal

Chemical communications (Cambridge, England)
ISSN: 1364-548X
Titre abrégé: Chem Commun (Camb)
Pays: England
ID NLM: 9610838

Informations de publication

Date de publication:
16 Jan 2020
Historique:
pubmed: 18 12 2019
medline: 18 12 2019
entrez: 18 12 2019
Statut: ppublish

Résumé

Kinetically stabilized 1-phosphahaloprenes (2-halo-1-phosphabutadienes) as well as 1-phosphaisoprene undergo a hitherto unknown phospha-Diels-Alder dimerization of the P[double bond, length as m-dash]C-C[double bond, length as m-dash]C units upon heating. The [4+2] cyclodimerization is highly stereo- and regio-selective. The phosphaalkene-substituted phosphacyclohexene product is an unprecedented P(sp

Identifiants

pubmed: 31845681
doi: 10.1039/c9cc08997g
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

774-777

Auteurs

Kazuaki Ohtsuki (K)

School of Materials and Chemical Technology, Tokyo Institute of Technology, 2-12-1-H113 Ookayama, Meguro, Tokyo 152-8552, Japan. ito.s.ao@m.titech.ac.jp.

Henry T G Walsgrove (HTG)

Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada. dgates@chem.ubc.ca.

Yoshihiro Hayashi (Y)

School of Materials and Chemical Technology, Tokyo Institute of Technology, 2-12-1-H113 Ookayama, Meguro, Tokyo 152-8552, Japan. ito.s.ao@m.titech.ac.jp.

Susumu Kawauchi (S)

School of Materials and Chemical Technology, Tokyo Institute of Technology, 2-12-1-H113 Ookayama, Meguro, Tokyo 152-8552, Japan. ito.s.ao@m.titech.ac.jp.

Brian O Patrick (BO)

Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada. dgates@chem.ubc.ca.

Derek P Gates (DP)

Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada. dgates@chem.ubc.ca.

Shigekazu Ito (S)

School of Materials and Chemical Technology, Tokyo Institute of Technology, 2-12-1-H113 Ookayama, Meguro, Tokyo 152-8552, Japan. ito.s.ao@m.titech.ac.jp.

Classifications MeSH