In:
European Journal of Organic Chemistry, Wiley, Vol. 2020, No. 36 ( 2020-09-30), p. 5852-5856
Abstract:
The first 1,2‐dicarbonitriles have been prepared for cyclazine systems. In particular, a synthetic procedure to 1,2‐dicyano‐3‐arylcycl[3.2.2]azines has been developed. Unexpected chlorination of 3‐arylcycl[3.2.2] azine‐1,2‐dicarboxylic acid derivatives by thionyl chloride at 4‐position was found, which according to theoretical considerations can proceed by the electrophilic (S E Ar) mechanism. The compounds are blue fluorophores in 450–480 nm region with quantum yields in toluene of ca. 30 % for non‐chlorinated derivatives, which decrease to 3–4 % for chlorinated ones.
Type of Medium:
Online Resource
ISSN:
1434-193X
,
1099-0690
DOI:
10.1002/ejoc.v2020.36
DOI:
10.1002/ejoc.202000958
Language:
English
Publisher:
Wiley
Publication Date:
2020
detail.hit.zdb_id:
1475010-7
Bookmarklink