The high-resolution infrared spectrum of pyrrole between 900 and 1500cm−1 revisited

Hegelund, F.; Larsen, R. Wugt; Palmer, Michael H.

doi:10.1016/j.jms.2008.06.010

Cited by 17 publications

(52 citation statements)

References 15 publications

(26 reference statements)

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“…These are easily recognized in the spectra by their intense and regular P P-and R R-branch clusters, corresponding to DJ = DK c = À1 and DJ = DK c = +1, respectively. A detailed discussion of the description and appearance of this cluster structure has been given [2]. For low K c the b-type component shows series of additional strong lines with DJ = DK a = ±1.…”

Section: Assignment Of the Spectramentioning

confidence: 99%

“…Thus, series of Q P-and Q R-branch transitions dominate the spectrum. Such series are easy to pick out in a c-type band [2], particularly for low K c where they form long and intense patterns. Our assignment procedure for the rotational structure of the observed bands is assisted and accelerated by the use of GSCDs simultaneously with computer generated Loomis-Wood diagrams.…”

Section: Assignment Of the Spectramentioning

confidence: 99%

“…vibrational frequencies as discussed by one of the authors recently [1]. Previously, we studied oxazole, C 3 H 3 NO [2], which is the analogue of thiazole with oxygen replacing sulphur, and isothiazole, for which the S-and N-atoms are directly bonded in the five-membered ring; further details are available in Refs. [1] and [3].…”

Section: Introductionmentioning

confidence: 99%

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The vibrational spectrum of thiazole between 600 and 1400cm−1 revisited: A combined high-resolution infrared and theoretical study

Hegelund¹,

Larsen²,

Palmer³

2007

Journal of Molecular Spectroscopy

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Section: Assignment Of the Spectramentioning

confidence: 99%

Section: Assignment Of the Spectramentioning

confidence: 99%

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The vibrational spectrum of thiazole between 600 and 1400cm−1 revisited: A combined high-resolution infrared and theoretical study

Hegelund¹,

Larsen²,

Palmer³

2007

Journal of Molecular Spectroscopy

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“…This beamline has enjoyed a very productive history over the past 15 years [11][12][13][14][15][16][17][27][28][29][30][31][32][33][34][35][36][37][38][39][40][41][42][43][44] , achieving a remarkable standard deviation of just 0.00010 cm À1 for some 1900 fitted transitions. The first figure of this paper is reproduced here as Fig.…”

Section: Max-labmentioning

confidence: 99%

“…Recently, spectra of t-butyl hydroxide (C 4 H 10 O) and perchloric acid were recorded in the far-IR range. As well, far-IR bands of an extensive series of heterocycle ring molecules have been analyzed, including 1,2,4-triazine [32], 1,3,4-oxadiazole [39], thiophene [40], 1,3,4-and 1,2,4-thiadiazole [41,42], and pyrrole [43]. These and related non-SR results are summarized and refined in a recent review paper by Palmer et al [45].…”

Section: Max-labmentioning

confidence: 99%

High-resolution infrared spectroscopy with synchrotron sources

McKellar

2010

Journal of Molecular Spectroscopy

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Synthesis of Functionalized, Sterically Congested Calix[4]phyrin Macrocycles Using Donor–Acceptor‐Substituted Cyclopropanes – First Example of a Mono‐meso‐spirolactone Incorporated into a Calix[4]phyrin

et al. 2012

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Calix[4]phyrins are an important class of hybrid macrocyclic systems at the interface between porphyrins and calixpyrroles (porphyrinogens). A new stepwise synthesis of oxidation‐resistant meso‐hydrogenated calix[4]phyrins is reported, which allows variable substitution in the residues of their sp2‐meso‐centers without the need for a porphyrin intermediate. It relies on the acid‐catalyzed condensation of a sterically hindered donor–acceptor‐substituted cyclopropane precursor with pyrrole to form a sterically congested dipyrromethane. This was subsequently condensed with a wide range of alkyl and aryl aldehydes bearing electron‐donating or electron‐withdrawing substituents followed by an oxidation step to form stable calix[4]phyrin(1.1.1.1)s with bridging meso‐CH hydrogen atoms through an acid‐promoted dehydrative condensation. The methodology avoids any need for premetallation of the macrocycle and/or the use of organometallic catalysts or reagents and allows the incorporation of the bulky cyclopropane‐derived substituents specifically into the 5,15‐meso‐like positions. The resulting regioisomerically pure products display conformational features that reflect their mixed nature between porphyrins and calixpyrroles and they were assessed by X‐ray diffraction analysis, NMR techniques and UV/Vis spectroscopy. The possibility to introduce key functional groups enables subsequent modification of these calix[4]phyrins and allows their connection to other groups such as biologically active moieties. Of special interest is an unprecedented example of an acid‐driven lactonization that results in the incorporation of a mono‐meso‐spirolactone into a calix[4]phyrin(1.1.1.1). Moreover, it is demonstrated that this approach to calix[4]phyrins is also applicable to other sterically congested dipyrromethanes.

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The high-resolution infrared spectrum of pyrrole between 900 and 1500cm−1 revisited

Cited by 17 publications

References 15 publications

The vibrational spectrum of thiazole between 600 and 1400cm−1 revisited: A combined high-resolution infrared and theoretical study

The vibrational spectrum of thiazole between 600 and 1400cm−1 revisited: A combined high-resolution infrared and theoretical study

High-resolution infrared spectroscopy with synchrotron sources

Synthesis of Functionalized, Sterically Congested Calix[4]phyrin Macrocycles Using Donor–Acceptor‐Substituted Cyclopropanes – First Example of a Mono‐meso‐spirolactone Incorporated into a Calix[4]phyrin

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