116263-45-7Relevant academic research and scientific papers
Reversible Multicolor Photochromism of Dihydroazulene Crystals
Liepuoniute, Ieva,Commins, Patrick,Karothu, Durga Prasad,Schramm, Stefan,Hara, Hideyuki,Naumov, Pan?e
, p. 373 - 378 (2019)
The photochemical conversion of 1,8a-dihydroazulene-1,1-dicarbonitrile (DHA) to vinylheptafulvene (VHF) is a positive T-type photoswitch that is well understood in solution, but has not been explored in the solid state. Upon excitation with UV light, DHA
Optimized synthesis and detailed NMR spectroscopic characterization of the 1,8a-dihydroazulene-1,1-dicarbonitrile photoswitch
Broman, Soren Lindbaek,Brand, Sophie Lehn,Parker, Christian Richard,Petersen, Michael Axman,Tortzen, Christian Gregers,Kadziola, Anders,Kilsa, Kristine,Nielsen, Mogens Brondsted
experimental part, p. 51 - 67 (2011/06/19)
An economical and effective protocol for large scale synthesis of the 2-phenyl-1,8adihydroazulene-1,1-dicarbonitrile (DHA) photoswitch has been developed. This compound is ring-opened by light to a vinylheptafulvene (VHF), which is thermally closed back to DHA. This compound serves as an important starting material for dihydroazulene photoswitches incorporating a substituent in the seven-membered ring and as a reference compound for comparison of properties. A detailed NMR spectroscopic characterization has allowed the assignment of all proton and carbon signals. In addition, the compound was characterized by Xray crystallography. A correlation between the rate constant for thermal ring-closure of VHF to DHA and empirical parameters of solvent polarity (ET (30)) was established. ARKAT-USA, Inc.
Light-Sensitive Dihydroazulenes: Alternative Synthesis - The Influence of Alkyl Substituents at the Five-Memeered Ring on the Photochromic Behaviour
Gierisch, Sebastian,Daub, Joerg
, p. 69 - 76 (2007/10/02)
Starting from cycloheptatrienylium tetrafluoroborate (8) the dihydroazulenes 1 were synthesized via substituted cycloheptatrienes 10 - 13 as intermediates.The dicyanovinyl derivatives 12 and 13 were transformed into vinylheptafulvenes 2 by dehydrogenation
