Unusual Loss of Substituents in the Course of Cyclization of Tetrahydrobilines to Dihydroporphyrins | Zendy

Damke JanErik | Zendy; LatosGrażyński Lechosław | Zendy; Montforts FranzPeter | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Unusual Loss of Substituents in the Course of Cyclization of Tetrahydrobilines to Dihydroporphyrins

Author(s) -

Damke JanErik,

LatosGrażyński Lechosław,

Montforts FranzPeter

Publication year - 2008

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.200890023

Subject(s) - chemistry , substituent , stereochemistry , selectivity , position (finance) , medicinal chemistry , organic chemistry , catalysis , finance , economics

Metallo‐tetrahydrobiline rac ‐ 8 was prepared to investigate its cyclization directed to the formation of N ‐confused chlorins. To achieve the site‐directed selectivity of the cyclization, the 2‐position of rac ‐ 2 was activated by an electron‐withdrawing cyano function and its 1‐position was blocked by a methyl group. In spite of this provision, the cyclization occurred at the apparently blocked 1‐position with loss or migration of the methyl substituent.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research