Genre
- Journal Article
Reaction of adamantylidene and phenylcarbene with ethylthiol, ethylene dithiol, allylethylsulfide, allylphenylsulfide, and trimethylenesulfide involves the formation of a sulfur ylide intermediate, followed by H-migration, 2,3-sigmatropic shift, or ring opening to give sulfides. The sulfur ylide formed in the reaction of phenylcarbene with trimethylenesulfide is directly observed by laser flash photolytic techniques. (C) 2003 Elsevier Ltd. All rights reserved.
Univ Prince Edward Isl, Dept Chem, Charlottetown, PE C1A 4P3, Canada. Ohio State Univ, Dept Chem, Columbus, OH 43210 USA.; Liu, MTH, Univ Prince Edward Isl, Dept Chem, Charlottetown, PE C1A 4P3, Canada.; liu@upei.ca platz.1@osu.edu
OXFORD; THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
PERGAMON-ELSEVIER SCIENCE LTD
PT: J; CR: ADMASU A, 1997, J PHYS CHEM A, V101, P3832 ADMASU A, 1997, J PHYS ORG CHEM, V10, P207 ANDO W, 1977, ACCOUNTS CHEM RES, V10, P179 ANDO W, 1978, CHEM DIAZONIUM DIAZO, CH9 DOYLE MP, 1986, CHEM REV, V86, P919 DOYLE MP, 1998, CHEM REV, V98, P911 ISAEV SD, 1973, ZH ORG KHIM+, V9, P724 PADWA A, 1991, CHEM REV, V91, P263 PADWA A, 1996, CHEM REV, V96, P223 ROMASHIN YN, 2001, TETRAHEDRON LETT, V42, P207 SMITH RAG, 1975, J CHEM SOC P2, P686 TROST BM, 1975, SULPHUR YLIDES; NR: 12; TC: 2; J9: TETRAHEDRON LETT; PG: 3; GA: 709GZ
Source type: Electronic(1)
Language
- English
Subjects
- METAL CARBENE TRANSFORMATIONS
- sulfur ylide
- diazirine
- adamantylidene
- laser flash photolysis
- CARBENE
- Chemistry, Organic
- LASER FLASH-PHOTOLYSIS
- trimethylenesulfide
- Kinetics