Skip to main content

Packing-dependent photochromism: the case of photoinduced intramolecular proton transfer in 6-(2′,4′-dinitrobenzyl)-2,2′-bipyridine

Buy Article:

$43.00 plus tax (Refund Policy)

A new photoactive monoclinic polymorph (-form) of 6-(2′,4′-dinitrobenzyl)-2,2′-bipyridine was obtained from an acetone–methanol solution. The crystal structure was compared with those of two polymorphs reported previously (photoactive orthorhombic α-form and photoinactive monoclinic -form) and with structures of related nitrobenzylpyridines to explain the relation between the structure and photochromism. The comparison of the reaction cavities around the reactive pyridyl–benzyl–nitro fragment among the polymorphs and related nitrobenzylpyridines revealed that a crucial factor for photochromic activity is the rotational freedom of the ortho-nitro group in their crystals and its accessibility from the proton–donor and proton–acceptor sites. This is because the ortho-nitro group should rotate around the N—C bond to transfer a proton from the methylene group to the N atom of the pyridine ring.
No References
No Citations
No Supplementary Data
No Article Media
No Metrics

Keywords: nitrobenzylpyridine; photochromism; polymorphism; proton transfer; reaction cavity

Document Type: Research Article

Publication date: 2004-06-01

  • Access Key
  • Free content
  • Partial Free content
  • New content
  • Open access content
  • Partial Open access content
  • Subscribed content
  • Partial Subscribed content
  • Free trial content
Cookie Policy
X
Cookie Policy
Ingenta Connect website makes use of cookies so as to keep track of data that you have filled in. I am Happy with this Find out more