2973-09-3Relevant articles and documents
Thermal Behavior of Head-to-head Coumarin Dimers and Their Lactone-opened Derivatives
Yonezawa, N.,Ikebe, Y.,Yoshida, T.,Hirai, T.,Saigo, K.,Hasegawa, M.
, p. 1608 - 1611 (2007/10/02)
The thermal behavior of head-to-head coumarin dimers and twelwe lactone-opened derivatives was investigated.Though the lactone rings in coumarin dimers are very susceptible to nucleophilic ring-opening, heating these derivatives reformed six-membered lactone rings except for certain imide and diamide derivatives.The large neiboring group effect allowed the relactonization by the attack of hydroxyphenyl group to carbonyl carbon in preference to the scission of cyclobutane ring.
REACTION OF SYN HEAD-TO-HEAD COUMARIN DIMER WITH AMINES AND THERMAL BEHAVIOR OF THE ADDUCTS
Hasegawa, Masaki,Katsuki, Hirokazu,Yonezawa, Noriyuki,Yoshida, Tsuyoshi,Ikebe, Yutaka
, p. 1325 - 1328 (2007/10/02)
The lacton-opening reaction of syn head-to-head coumarin dimer with amines gave c-3,c-4-bis(2-hydroxyphenyl)-r-1,c-2-cyclobutanedicarboxamides and/or -dicarboximides.The product ratio of the amide to the imide varied with the reaction temperature and the amount of amine used.Thermal reaction of these lactone-opened derivatives proceeded in two ways depending on the nature of amine moiety to give either the original coumarin dimer or 2,2'-dihydroxystilbene and the maleimide derivative.