@article {2502,
	title = {Near-Infrared Absorbing Azo Dyes: Synthesis and X-ray Crystallographic and Spectral Characterization of Monoazopyrroles, Bisazopyrroles, and a Boron-Azopyrrole Complex},
	journal = {Journal of Organic Chemistry},
	volume = {74},
	number = {15},
	year = {2009},
	note = {ISI Document Delivery No.: 476XOTimes Cited: 5Cited Reference Count: 69Li, Yan Patrick, Brian O. Dolphin, David},
	month = {Aug},
	pages = {5237-5243},
	type = {Article},
	abstract = {Symmetric 2,5-bisazopyrroles 2(a-d) were synthesized by a one-step reaction of substituted phenyl diazonium salts [R{\textquoteright}(Ph)N2+Cl-] [a, R{\textquoteright}= 4-N(CH3)(2); b, R{\textquoteright} = 2OH; c, R{\textquoteright} = 2-CO2H; d, R{\textquoteright} = 4-NO2] with pyrrole under basic conditions. Asymmetric 2,5-bisazopyrroles 3(a-d) were synthesized by reacting substituted phenyl diazonium salts [R {\textquoteright}{\textquoteright}(Ph)N2+Cl-] (a, R {\textquoteright}{\textquoteright} = 4-OCH3; b, R {\textquoteright}{\textquoteright} = H; c, R {\textquoteright}{\textquoteright} = 4-Br; d, R {\textquoteright}{\textquoteright} = 4-NO2) with 2-(4-dimethylaminophenylazo)-1H-pyrrole (1a) under the same conditions. The reactions of 2a with boron trifluoride and iodomethane provided a BF2-azopyrrole complex of 1H-pyrrolo[2,1-c]-1,2,4,5-boratriazole (4) and 2,5-bisazo-1-methylpyrrole 5. X-ray crystallographic and spectral analysis of la, 2a, 2b, and 4 showed that la has three crystal forms: 1a(I), 1a(II), and 1a(III), the latter two bearing a bicyclic ring system formed via intermolecular hydrogen bonding. Complex 4 was found to be the most planar due to a rigid trans-azo configuration and has the longest N=N bond distances (1.322 and 1.300 angstrom) and wavelength of maximum absorption (754 nm). The N=N bond distances increase in the sequence of monoazopyrrole [1a(1): 1,253 angstrom], bisazopyrrole (2a: 1.283 angstrom), bisazopyrrole with intramolecular hydrogen bonding (2b: 1,293 and 1.293 angstrom), and the BF2-azopyrrole complex. Their maximum absorptions shift bathochromically in the sequence of monoazopyrrole (1a: 443 nm), bisazopyrroles [2(a-d), 3(a-d), 5: 486-615 nm), and the BF2-azopyrrole complex. These results are important for the design of near-infrared absorbing azo dyes and suggest an efficient path for the preparation of near-infrared absorbing azo dyes by effectively enhancing pi-electron delocalization.},
	keywords = {C-13 NMR, CI-DISPERSE-ORANGE-29, CRYSTAL-STRUCTURE, DERIVATIVES, DISAZO DYES, HETEROCYCLIC DIAZO COMPONENTS, INTRAMOLECULAR PROTON-TRANSFER, NONLINEARITIES, optical, PHOTODYNAMIC THERAPY, SOLID-STATE},
	isbn = {0022-3263},
	url = {<Go to ISI>://000268480300014},
	author = {Li, Y. and Patrick, B. O. and Dolphin, D.}
}
@article {1227,
	title = {Hydration number of glycine in aqueous solution: An experimental estimate},
	journal = {Journal of Chemical Physics},
	volume = {123},
	number = {23},
	year = {2005},
	note = {ISI Document Delivery No.: 996ADTimes Cited: 6Cited Reference Count: 31},
	month = {Dec},
	pages = {6},
	type = {Article},
	abstract = {An experimental estimate of hydration number, N-H, of glycine in aqueous solution is given by using the calorimetric methodology developed by us earlier, which is briefly reviewed. We found N-H to be 7 +/- 0.6 for glycine presumably in the zwitter ion form, 10 +/- 1 for sodium glycinate, and 5 +/- 0.4 for glycine hydrochloride. Both glycine and sodium glycinate seem to work purely as a hydration center without altering the nature of the bulk H2O away from the hydration shell. Glycine hydrochloride, in addition to the role of hydration center, seems also to act as a typical hydrophilic species such as polyols, urea, or polyethylene glycols. Hence, the effect of the latter on H2O is of a long range, like other hydrophilic species. (c) 2005 American Institute of Physics.},
	keywords = {25-DEGREES-C, fluctuations, H2O, INTRAMOLECULAR PROTON-TRANSFER, MIXING SCHEMES, MOLECULAR-ORGANIZATION, NONELECTROLYTES, PARTIAL MOLAR ENTHALPIES, TAUTOMERIZATION, WATER},
	isbn = {0021-9606},
	url = {<Go to ISI>://000234145900026},
	author = {Parsons, M. T. and Koga,Yoshikata}
}
