{"id":"https://openalex.org/W4414810734","doi":"https://doi.org/10.1002/ejoc.202500823","title":"A Family of Methylene\u2010Bridged Fully Functionalized Polynitroarenes and Tetrazole\u2010Based Energetic Materials","display_name":"A Family of Methylene\u2010Bridged Fully Functionalized Polynitroarenes and Tetrazole\u2010Based Energetic Materials","publication_year":2025,"publication_date":"2025-10-04","ids":{"openalex":"https://openalex.org/W4414810734","doi":"https://doi.org/10.1002/ejoc.202500823"},"language":"en","primary_location":{"id":"doi:10.1002/ejoc.202500823","doi":"https://doi.org/10.1002/ejoc.202500823","is_oa":false,"landing_page_url":"https://doi.org/10.1002/ejoc.202500823","pdf_url":null,"source":{"id":"https://openalex.org/S21317199","display_name":"European Journal of Organic Chemistry","issn_l":"1099-0690","issn":["1099-0690","1434-193X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","jufo-1","ki-jl-1","norway-1"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"European Journal of Organic Chemistry","raw_type":"journal-article"},"volume":null,"type":"article","indexed_in":["crossref"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":null,"display_name":"Amit Bijlwan","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I154851008","display_name":"Indian Institute of Technology Roorkee","ror":"https://ror.org/00582g326","country_code":"IN","type":"education","lineage":["https://openalex.org/I154851008"]}],"countries":["IN"],"is_corresponding":false,"raw_author_name":"Amit Bijlwan","raw_affiliation_strings":["Energetic Materials Laboratory Department of Chemistry Indian Institute of Technology Roorkee  Roorkee Uttarakhand 247667 India"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Energetic Materials Laboratory Department of Chemistry Indian Institute of Technology Roorkee  Roorkee Uttarakhand 247667 India","institution_ids":["https://openalex.org/I154851008"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5053450596","display_name":"Priyanka Das","orcid":"https://orcid.org/0009-0000-2936-464X","observed_orcids":["https://orcid.org/0009-0000-2936-464X"]},"institutions":[{"id":"https://openalex.org/I154851008","display_name":"Indian Institute of Technology Roorkee","ror":"https://ror.org/00582g326","country_code":"IN","type":"education","lineage":["https://openalex.org/I154851008"]}],"countries":["IN"],"is_corresponding":false,"raw_author_name":"Priyanka Das","raw_affiliation_strings":["Energetic Materials Laboratory Department of Chemistry Indian Institute of Technology Roorkee  Roorkee Uttarakhand 247667 India"],"raw_orcid":"https://orcid.org/0009-0000-2936-464X","affiliations":[{"raw_affiliation_string":"Energetic Materials Laboratory Department of Chemistry Indian Institute of Technology Roorkee  Roorkee Uttarakhand 247667 India","institution_ids":["https://openalex.org/I154851008"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5060827407","display_name":"Prachi Bhatia","orcid":"https://orcid.org/0000-0001-9949-3252","observed_orcids":["https://orcid.org/0000-0001-9949-3252"]},"institutions":[{"id":"https://openalex.org/I154851008","display_name":"Indian Institute of Technology Roorkee","ror":"https://ror.org/00582g326","country_code":"IN","type":"education","lineage":["https://openalex.org/I154851008"]}],"countries":["IN"],"is_corresponding":false,"raw_author_name":"Prachi Bhatia","raw_affiliation_strings":["Energetic Materials Laboratory Department of Chemistry Indian Institute of Technology Roorkee  Roorkee Uttarakhand 247667 India"],"raw_orcid":"https://orcid.org/0000-0001-9949-3252","affiliations":[{"raw_affiliation_string":"Energetic Materials Laboratory Department of Chemistry Indian Institute of Technology Roorkee  Roorkee Uttarakhand 247667 India","institution_ids":["https://openalex.org/I154851008"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5001622113","display_name":"Vikas Dasharath Ghule","orcid":"https://orcid.org/0000-0002-0967-7777","observed_orcids":["https://orcid.org/0000-0002-0967-7777"]},"institutions":[{"id":"https://openalex.org/I105094715","display_name":"National Institute of Technology Kurukshetra","ror":"https://ror.org/04909p852","country_code":"IN","type":"education","lineage":["https://openalex.org/I105094715"]}],"countries":["IN"],"is_corresponding":false,"raw_author_name":"Vikas D. Ghule","raw_affiliation_strings":["Department of Chemistry National Institute of Technology Kurukshetra  Kurukshetra Haryana 136119 India"],"raw_orcid":"https://orcid.org/0000-0002-0967-7777","affiliations":[{"raw_affiliation_string":"Department of Chemistry National Institute of Technology Kurukshetra  Kurukshetra Haryana 136119 India","institution_ids":["https://openalex.org/I105094715"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5013773788","display_name":"Dheeraj Kumar","orcid":"https://orcid.org/0000-0002-4440-1901","observed_orcids":["https://orcid.org/0000-0002-4440-1901"]},"institutions":[{"id":"https://openalex.org/I154851008","display_name":"Indian Institute of Technology Roorkee","ror":"https://ror.org/00582g326","country_code":"IN","type":"education","lineage":["https://openalex.org/I154851008"]}],"countries":["IN"],"is_corresponding":true,"raw_author_name":"Dheeraj Kumar","raw_affiliation_strings":["Energetic Materials Laboratory Department of Chemistry Indian Institute of Technology Roorkee  Roorkee Uttarakhand 247667 India"],"raw_orcid":"https://orcid.org/0000-0002-4440-1901","affiliations":[{"raw_affiliation_string":"Energetic Materials Laboratory Department of Chemistry Indian Institute of Technology Roorkee  Roorkee Uttarakhand 247667 India","institution_ids":["https://openalex.org/I154851008"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":2,"corresponding_author_ids":["https://openalex.org/A5013773788"],"corresponding_institution_ids":["https://openalex.org/I154851008"],"apc_list":{"value":4330,"currency":"USD","value_usd":4330},"apc_paid":null,"fwci":2.9571,"has_fulltext":false,"cited_by_count":9,"citation_normalized_percentile":{"value":0.92104506,"is_in_top_1_percent":false,"is_in_top_10_percent":true},"cited_by_percentile_year":{"min":90,"max":99},"biblio":{"volume":"28","issue":"44","first_page":null,"last_page":null},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10806","display_name":"Energetic Materials and Combustion","score":1.0,"subfield":{"id":"https://openalex.org/subfields/2211","display_name":"Mechanics of Materials"},"field":{"id":"https://openalex.org/fields/22","display_name":"Engineering"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T10806","display_name":"Energetic Materials and Combustion","score":1.0,"subfield":{"id":"https://openalex.org/subfields/2211","display_name":"Mechanics of Materials"},"field":{"id":"https://openalex.org/fields/22","display_name":"Engineering"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T13265","display_name":"Synthesis of Tetrazole Derivatives","score":0.0,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T14099","display_name":"Synthesis and Characterization of Heterocyclic Compounds","score":0.0,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/energetic-materials","display_name":"energetic materials","score":0.7509999871253967},{"id":"https://openalex.org/keywords/tetrazoles","display_name":"tetrazoles","score":0.8730000257492065},{"id":"https://openalex.org/keywords/methylene-bridge","display_name":"methylene bridge","score":0.9139999747276306},{"id":"https://openalex.org/keywords/energetic-salts","display_name":"energetic salts","score":0.6309999823570251},{"id":"https://openalex.org/keywords/cationic-salts","display_name":"cationic salts","score":0.8500000238418579},{"id":"https://openalex.org/keywords/hydrogen-bonding","display_name":"hydrogen bonding","score":0.6880000233650208},{"id":"https://openalex.org/keywords/detonation-velocity","display_name":"detonation velocity","score":0.7450000047683716},{"id":"https://openalex.org/keywords/insensitive-energetic-materials","display_name":"insensitive energetic materials","score":0.6809999942779541},{"id":"https://openalex.org/keywords/structure-property-relationships","display_name":"structure-property relationships","score":0.6570000052452087},{"id":"https://openalex.org/keywords/hirshfeld-surface-analysis","display_name":"Hirshfeld surface analysis","score":0.8450000286102295},{"id":"https://openalex.org/keywords/electrostatic-potential","display_name":"electrostatic potential","score":0.9359999895095825}],"concepts":[{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.8513000011444092},{"id":"https://openalex.org/C2780827033","wikidata":"https://www.wikidata.org/wiki/Q58826308","display_name":"Tetrazole","level":2,"score":0.8317999839782715},{"id":"https://openalex.org/C75079739","wikidata":"https://www.wikidata.org/wiki/Q1571801","display_name":"Intramolecular force","level":2,"score":0.557200014591217},{"id":"https://openalex.org/C2780378348","wikidata":"https://www.wikidata.org/wiki/Q25351438","display_name":"Ring (chemistry)","level":2,"score":0.546500027179718},{"id":"https://openalex.org/C2780315139","wikidata":"https://www.wikidata.org/wiki/Q419639","display_name":"Azole","level":3,"score":0.492000013589859},{"id":"https://openalex.org/C2776371256","wikidata":"https://www.wikidata.org/wiki/Q12370","display_name":"Salt (chemistry)","level":2,"score":0.48080000281333923},{"id":"https://openalex.org/C2777009965","wikidata":"https://www.wikidata.org/wiki/Q420723","display_name":"TATB","level":4,"score":0.47780001163482666},{"id":"https://openalex.org/C111771559","wikidata":"https://www.wikidata.org/wiki/Q66295","display_name":"Derivative (finance)","level":2,"score":0.45660001039505005},{"id":"https://openalex.org/C153642686","wikidata":"https://www.wikidata.org/wiki/Q70906","display_name":"Infrared spectroscopy","level":2,"score":0.454800009727478},{"id":"https://openalex.org/C112887158","wikidata":"https://www.wikidata.org/wiki/Q169324","display_name":"Hydrogen bond","level":3,"score":0.4514999985694885},{"id":"https://openalex.org/C2777454769","wikidata":"https://www.wikidata.org/wiki/Q11172462","display_name":"Methylene","level":2,"score":0.39739999175071716},{"id":"https://openalex.org/C2777691172","wikidata":"https://www.wikidata.org/wiki/Q2270","display_name":"Benzene","level":2,"score":0.38690000772476196},{"id":"https://openalex.org/C8010536","wikidata":"https://www.wikidata.org/wiki/Q160398","display_name":"Crystallography","level":1,"score":0.38510000705718994},{"id":"https://openalex.org/C139210041","wikidata":"https://www.wikidata.org/wiki/Q2145840","display_name":"Resonance (particle physics)","level":2,"score":0.384799987077713},{"id":"https://openalex.org/C147597530","wikidata":"https://www.wikidata.org/wiki/Q369472","display_name":"Computational chemistry","level":1,"score":0.3741999864578247},{"id":"https://openalex.org/C537208039","wikidata":"https://www.wikidata.org/wiki/Q627","display_name":"Nitrogen","level":2,"score":0.3456000089645386},{"id":"https://openalex.org/C2778439535","wikidata":"https://www.wikidata.org/wiki/Q188777","display_name":"Amide","level":2,"score":0.32670000195503235},{"id":"https://openalex.org/C40325409","wikidata":"https://www.wikidata.org/wiki/Q2360668","display_name":"Mass spectrum","level":3,"score":0.3222000002861023},{"id":"https://openalex.org/C137277065","wikidata":"https://www.wikidata.org/wiki/Q2915446","display_name":"Non-covalent interactions","level":4,"score":0.3192000091075897},{"id":"https://openalex.org/C192386470","wikidata":"https://www.wikidata.org/wiki/Q210390","display_name":"Aromaticity","level":3,"score":0.31610000133514404},{"id":"https://openalex.org/C158355884","wikidata":"https://www.wikidata.org/wiki/Q11388","display_name":"Infrared","level":2,"score":0.30709999799728394},{"id":"https://openalex.org/C117626034","wikidata":"https://www.wikidata.org/wiki/Q26336","display_name":"Electrostatics","level":2,"score":0.3052999973297119},{"id":"https://openalex.org/C2781311116","wikidata":"https://www.wikidata.org/wiki/Q83306","display_name":"Group (periodic table)","level":2,"score":0.2944999933242798},{"id":"https://openalex.org/C139358910","wikidata":"https://www.wikidata.org/wiki/Q725417","display_name":"Molecular orbital","level":3,"score":0.2867000102996826},{"id":"https://openalex.org/C64885871","wikidata":"https://www.wikidata.org/wiki/Q2533665","display_name":"Elemental analysis","level":2,"score":0.2784000039100647},{"id":"https://openalex.org/C2778026756","wikidata":"https://www.wikidata.org/wiki/Q5376832","display_name":"Energetic material","level":3,"score":0.27309998869895935},{"id":"https://openalex.org/C2780639532","wikidata":"https://www.wikidata.org/wiki/Q7041427","display_name":"Nitro","level":3,"score":0.26660001277923584},{"id":"https://openalex.org/C54516573","wikidata":"https://www.wikidata.org/wiki/Q2294","display_name":"Proton","level":2,"score":0.266400009393692},{"id":"https://openalex.org/C59061564","wikidata":"https://www.wikidata.org/wiki/Q7783071","display_name":"Thermal stability","level":2,"score":0.26269999146461487},{"id":"https://openalex.org/C75473681","wikidata":"https://www.wikidata.org/wiki/Q188651","display_name":"Photochemistry","level":1,"score":0.26179999113082886},{"id":"https://openalex.org/C32891209","wikidata":"https://www.wikidata.org/wiki/Q483666","display_name":"Spectroscopy","level":2,"score":0.26089999079704285},{"id":"https://openalex.org/C4839761","wikidata":"https://www.wikidata.org/wiki/Q212111","display_name":"Spectral line","level":2,"score":0.25929999351501465},{"id":"https://openalex.org/C58364064","wikidata":"https://www.wikidata.org/wiki/Q102296","display_name":"Deuterium","level":2,"score":0.25859999656677246},{"id":"https://openalex.org/C66974803","wikidata":"https://www.wikidata.org/wiki/Q10359898","display_name":"Nuclear magnetic resonance spectroscopy","level":2,"score":0.2500999867916107}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1002/ejoc.202500823","doi":"https://doi.org/10.1002/ejoc.202500823","is_oa":false,"landing_page_url":"https://doi.org/10.1002/ejoc.202500823","pdf_url":null,"source":{"id":"https://openalex.org/S21317199","display_name":"European Journal of Organic Chemistry","issn_l":"1099-0690","issn":["1099-0690","1434-193X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","jufo-1","ki-jl-1","norway-1"],"host_organization":"https://openalex.org/P4310320595","host_organization_name":"Wiley","host_organization_lineage":["https://openalex.org/P4310320595"],"host_organization_lineage_names":["Wiley"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"European Journal of Organic Chemistry","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[],"sustainable_development_goals_aurora":[],"study_designs":[],"awards":[{"id":"https://openalex.org/G8570521585","display_name":null,"funder_award_id":"SERB/CRG/2021/004447","funder_id":"https://openalex.org/F4320334771","funder_display_name":"Science and Engineering Research Board"}],"funders":[{"id":"https://openalex.org/F4320334771","display_name":"Science and Engineering Research Board","ror":"https://ror.org/03ffdsr55"}],"has_content":{"grobid_xml":false,"pdf":false},"content_urls":null,"referenced_works_count":47,"referenced_works":["https://openalex.org/W1830473978","https://openalex.org/W1983376452","https://openalex.org/W2023570923","https://openalex.org/W2029667189","https://openalex.org/W2062341827","https://openalex.org/W2087136095","https://openalex.org/W2104919283","https://openalex.org/W2132525235","https://openalex.org/W2141070669","https://openalex.org/W2255221959","https://openalex.org/W2406865970","https://openalex.org/W2476042041","https://openalex.org/W2551403447","https://openalex.org/W2596860422","https://openalex.org/W2608415062","https://openalex.org/W2783681881","https://openalex.org/W2791669641","https://openalex.org/W2990193747","https://openalex.org/W2991710220","https://openalex.org/W3159829212","https://openalex.org/W3184586524","https://openalex.org/W3195588649","https://openalex.org/W3198746382","https://openalex.org/W4225869450","https://openalex.org/W4229024764","https://openalex.org/W4280540544","https://openalex.org/W4297370415","https://openalex.org/W4313640345","https://openalex.org/W4385063159","https://openalex.org/W4385708359","https://openalex.org/W4387375957","https://openalex.org/W4387692303","https://openalex.org/W4387884789","https://openalex.org/W4388145359","https://openalex.org/W4392190941","https://openalex.org/W4399383637","https://openalex.org/W4399497925","https://openalex.org/W4403214863","https://openalex.org/W4403425237","https://openalex.org/W4404034973","https://openalex.org/W4404200203","https://openalex.org/W4404257417","https://openalex.org/W4407142173","https://openalex.org/W4410120304","https://openalex.org/W4410999330","https://openalex.org/W4411026497","https://openalex.org/W4414799961"],"related_works":[],"abstract_inverted_index":{"Herein,":[0],"to":[1,59,74,106,138],"fine\u2010tune":[2,108],"the":[3,20,43,47,63,67,75,84,109,114,117,144],"energetic":[4,71,119,135],"properties":[5,171],"of":[6,22,77,99],"2,4,6\u2010trinitrobenzene\u20101,3\u2010diamine/diol,":[7],"these":[8],"are":[9,104,146],"combined":[10],"with":[11],"tetrazole":[12,64],"via":[13,25],"a":[14,97],"methylene":[15],"bridge.":[16],"This":[17],"strategy":[18],"unlocks":[19],"tunability":[21],"polynitroarenes":[23,35],"performances":[24],"salt":[26,120],"formation,":[27],"which":[28],"is":[29,141,172],"restricted":[30],"in":[31,83],"directly":[32],"C\uf8ffN":[33],"connected":[34],"and":[36,53,70,79,90,101,140,161,170,184],"azole":[37],"derivatives.":[38],"The":[39,166],"amino/hydroxy":[40],"functionalities":[41],"between":[42,168],"nitro":[44],"groups":[45],"on":[46],"benzene":[48],"ring":[49,65],"provide":[50],"extensive":[51],"inter\u2010":[52],"intramolecular":[54],"hydrogen":[55],"bonding":[56],"interactions,":[57],"contributing":[58],"improved":[60],"stability,":[61],"whereas":[62],"increases":[66],"nitrogen":[68],"percentage":[69],"performance.":[72],"Due":[73],"presence":[76],"one":[78],"three":[80],"labile":[81],"protons":[82],"amino":[85],"derivative":[86,92],"(compounds":[87,93],"4":[88],")":[89],"hydroxy":[91],"5":[94],"),":[95],"respectively,":[96],"series":[98],"mono\u2010":[100],"tricationic":[102,118],"salts":[103],"prepared":[105],"further":[107,173],"overall":[110],"performances.":[111],"Among":[112],"all":[113],"synthesized":[115],"compounds,":[116],"10":[121],"(D":[122],"v":[123],"=":[124],"8135":[125],"m":[126],"s":[127],"\u22121":[128],",":[129],"IS":[130],">":[131],"40":[132],"J)":[133],"exhibits":[134],"performance":[136],"comparable":[137],"TATB":[139],"insensitive.":[142],"All":[143],"compounds":[145],"characterized":[147],"through":[148],"infrared":[149],"spectroscopy,":[150,155],"Nuclear":[151],"Magnetic":[152],"Resonance":[153],"(NMR)":[154],"differential":[156],"scanning":[157],"calorimetry,":[158],"elemental":[159],"analysis,":[160],"high\u2010resolution":[162],"mass":[163],"spectra":[164],"studies.":[165],"relationship":[167],"structure":[169],"explored":[174],"using":[175],"Hirshfeld":[176],"surface,":[177],"noncovalent":[178],"interaction,":[179],"Localized":[180],"Orbital":[181],"Locator":[182],"(LOL)\u2010\u03c0,":[183],"electrostatic":[185],"potential":[186],"analysis.":[187]},"counts_by_year":[{"year":2026,"cited_by_count":8},{"year":2025,"cited_by_count":1}],"updated_date":"2026-10-02T10:15:12.560889","created_date":"2025-10-10T00:00:00"}