Reactions of benzeneselenyl and benzenesulfenyl chlorides withsyn- andanti-9,9?-bibenzonorbornenylidenes

Autor:	Koichi Noda, Juzo Nakayama, Yoshiaki Sugihara
Rok vydání:	2001
Předmět:	chemistry.chemical_classification chemistry Alkene Heteroatom medicine Chlorine chemistry.chemical_element General Chemistry Medicinal chemistry Chloride Isomerization medicine.drug Adduct
Zdroj:	Heteroatom Chemistry. 12:625-629
ISSN:	1098-1071 1042-7163
DOI:	10.1002/hc.1094
Popis:	Reaction of syn-9,9′-bibenzonorbornenylidene (1a) with benzeneselenyl chloride produced vic-dichloride (4) exclusively, which corresponds to the cis-addition product of 1a with molecular chlorine, with retention of the original alkene configuration. Moreover, the reaction of anti-9,9′-bibenzonorbornenylidene (1b) with benzeneselenyl chloride gave the same vic-dichloride (4) exclusively with inversion of the original alkene configuration. No expected benzeneselenyl chloride adducts were formed in both cases. On the other hand, reactions of 1a and 1b with benzenesulfenyl chloride only resulted in the syn–anti isomerization of the alkenes without any adduct formation. Mechanisms of these reactions are discussed in some detail. © 2001 John Wiley & Sons, Inc. Heteroatom Chem 12:625–629, 2001
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::a0eae44325cb9f969b30bdf0b0352fbc https://doi.org/10.1002/hc.1094 Zobrazit plný text záznamu