Fragmentation of cyclopropylmethoxychlorocarbene: Formation of cyclopropylcarbinyl/chloride ion pairs
RA Moss, GJ Ho, BK Wilk
Index: Moss, Robert A.; Ho, Guo Jie; Wilk, Bogdan K. Tetrahedron Letters, 1989 , vol. 30, # 19 p. 2473 - 2476
Full Text: HTML
Citation Number: 24
Abstract
Abstract The decomposition of cyclopropylmethyloxychlorodiazirine in MeCN proceeds via N 2 and CO loss, mainly to tight cyclopropylcarbinyl cation-chloride anion pairs that collapse to C 4 chlorides with substantial skeletal and label retention; the ion pairs can be intercepted by ethanol with less skeletal retention.
Related Articles:
[Kling, Diego P.; Machado, Erick S.A.; Chagas, Henrique C.; Dos Santos, Alex P.A.; Rosenbach, Nilton; Walkimar Carneiro, Jose; Mota, Claudio J.A. Chemical Communications, 2013 , vol. 49, # 40 p. 4480 - 4482]
[Moss, Robert A.; Zheng, Fengmei; Johnson, Lauren A.; Sauers, Ronald R. Journal of Physical Organic Chemistry, 2001 , vol. 14, # 7 p. 400 - 406]